[ CAS No. 98-17-9 ] {[proInfo.proName]}

,{[proInfo.pro_purity]}

Cat. No.: {[proInfo.prAm]}

2D 3D

Structure of 98-17-9 * Storage: {[proInfo.prStorage]}

Purity	Size	Price	VIP Price	USA Stock *0-1 Day	Global Stock *5-7 Days	Quantity
{[ item.p_purity ]}	{[ item.pr_size ]}	Inquiry	{[ getRatePrice(item.pr_usd, 1,1,item.pr_is_large_size_no_price) ]} {[ getRatePrice(item.pr_usd,item.pr_rate,1,item.pr_is_large_size_no_price) ]}	{[ getRatePrice(item.pr_usd, 1,1,item.pr_is_large_size_no_price) ]}	Inquiry {[ getRatePrice(item.pr_usd,item.pr_rate,item.mem_rate,item.pr_is_large_size_no_price) ]} {[ getRatePrice(item.pr_usd,1,item.mem_rate,item.pr_is_large_size_no_price) ]}	{[ item.pr_usastock ]}		{[ item.pr_chinastock ]}	{[ item.pr_remark ]}	Login		Inquiry

Please Login or Create an Account to: See VIP prices and availability

Cart0 Add to My Favorites Add to My Favorites Bulk Inquiry Inquiry Add To Cart

Search after Editing

* Storage: {[proInfo.prStorage]}

* Shipping: {[proInfo.prShipping]}

For Research Only 120K+ Compounds Competitive Price 1-2 Day Shipping

Quality Control of [ 98-17-9 ]

COA NMR CNMR HPLC LC-MS

Related Doc. of [ 98-17-9 ]

SDS Specification

Alternatived Products of [ 98-17-9 ]

Product Citations

Design and synthesis of novel arylurea derivatives of aryloxy (1-phenylpropyl) alicyclic diamines with antimicrobial activity against multidrug-resistant Gram-positive bacteria

Canale, Vittorio ; Czekajewska, Joanna ; Klesiewicz, Karolina , et al. Eur. J. Med. Chem.,2023,251,115224. DOI: 10.1016/j.ejmech.2023.115224 PubMed ID: 36958177

Abstract: The alarming increase in the resistance of bacteria to the currently available antibiotics necessitates the development of new effective antimicrobial agents that are active against bacterial pathogens causing major public health problems. For this purpose, our inhouse libraries were screened against a wide panel of clin. relevant Gram-pos. and Gram-neg. bacteria, based on which compound I was selected for further optimization. Synthetic efforts in a group of arylurea derivatives of aryloxy(1-phenylpropyl) alicyclic diamines, followed with an in vitro evaluation of the activity against multidrug-resistant strains identified compound 44 (1-(3-chlorophenyl)-3-(1-{3-phenyl-3-[3-(trifluoromethyl)phenoxy] propyl}piperidin-4-yl)urea). Compound 44 showed antibacterial activity against Gram-pos. bacteria including fatal drug-resistant strains i.e., Staphylococcus aureus (methicillin-resistant, MRSA; vancomycin-intermediate, VISA) and Enterococcus faecium (vancomycin-resistant, VREfm) at low concentrations (0.78-3.125 μg/mL) comparable to last resort antibiotics (i.e., vancomycin and linezolid). It is also potent against biofilm-forming S. aureus and Staphylococcus epidermidis (including linezolid-resistant, LRSE) strains, but with no activity against Gram-neg. bacteria (Escherichia coli, Klebsiella pneumoniae and Pseudomonas aeruginosa). Compound 44 showed strong bactericidal properties against susceptible and drug-resistant Gram-pos. bacteria. Depolarization of the bacterial cytoplasmic membrane induced by compound 44 suggests a dissipation of the bacterial membrane potential as its mechanism of antibacterial action. The high antimicrobial activity of compound 44, along with its selectivity over mammalian cells (lung MCR-5 and skin BJ fibroblast cell lines) and no hemolytic properties toward horse erythrocytes, proposes arylurea derivatives of aryloxy(1-phenylpropyl) alicyclic diamines for development of novel antibacterial agents.

Keywords: Arylurea derivatives ; Antibacterial properties ; Anti-MRSA activity ; Anti-VRE activity ; Anti-LRSE activity ; Depolarization of bacterial cell membrane

Purchased from AmBeed: 122536-76-9 ; 936-59-4 ; 135632-53-0 ; 404-71-7 ; 73874-95-0 ; 372-20-3 ; 98-17-9 ; 402-45-9 ; 57260-71-6 ; 122536-77-0 ; 444-30-4 ; 165800-03-3 ; 150-19-6 ; 1195-45-5 ; 2909-38-8 ; 165800-03-3 ...More

Product Details of [ 98-17-9 ]

CAS No. :	98-17-9	MDL No. :	MFCD00002299
Formula :	C₇H₅F₃O	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	UGEJOEBBMPOJMT-UHFFFAOYSA-N
M.W :	162.11	Pubchem ID :	7376
Synonyms :

Calculated chemistry of [ 98-17-9 ] Expand+

Physicochemical Properties

Num. heavy atoms :	11
Num. arom. heavy atoms :	6
Fraction Csp3 :	0.14
Num. rotatable bonds :	1
Num. H-bond acceptors :	4.0
Num. H-bond donors :	1.0
Molar Refractivity :	33.47
TPSA :	20.23 ?2

Pharmacokinetics

GI absorption :	High
BBB permeant :	Yes
P-gp substrate :	No
CYP1A2 inhibitor :	No
CYP2C19 inhibitor :	No
CYP2C9 inhibitor :	No
CYP2D6 inhibitor :	No
CYP3A4 inhibitor :	No
Log Kp (skin permeation) :	-5.19 cm/s

Lipophilicity

Log Po/w (iLOGP) :	1.51
Log Po/w (XLOGP3) :	2.95
Log Po/w (WLOGP) :	3.56
Log Po/w (MLOGP) :	2.57
Log Po/w (SILICOS-IT) :	2.35
Consensus Log Po/w :	2.59

Druglikeness

Lipinski :	0.0
Ghose :	None
Veber :	0.0
Egan :	0.0
Muegge :	2.0
Bioavailability Score :	0.55

Water Solubility

Log S (ESOL) :	-3.04
Solubility :	0.147 mg/ml ; 0.000909 mol/l
Class :	Soluble
Log S (Ali) :	-3.04
Solubility :	0.149 mg/ml ; 0.000918 mol/l
Class :	Soluble
Log S (SILICOS-IT) :	-2.7
Solubility :	0.325 mg/ml ; 0.002 mol/l
Class :	Soluble

Medicinal Chemistry

PAINS :	0.0 alert
Brenk :	0.0 alert
Leadlikeness :	1.0
Synthetic accessibility :	1.0

Safety of [ 98-17-9 ]

Signal Word:	Warning	Class:	N/A
Precautionary Statements:	P210-P261-P264-P271-P273-P280-P302+P352-P304+P340+P312-P305+P351+P338-P332+P313-P337+P313-P370+P378-P403+P233-P403+P235-P405-P501	UN#:	N/A
Hazard Statements:	H227-H315-H319-H335-H402	Packing Group:	N/A
GHS Pictogram:

Application In Synthesis of [ 98-17-9 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

Upstream synthesis route of [ 98-17-9 ]
Downstream synthetic route of [ 98-17-9 ]

[ 98-17-9 ] Synthesis Path-Upstream 1~2

1
[ 4684-94-0 ]
[ 98-17-9 ]
[ 137640-84-7 ]

Yield	Reaction Conditions	Operation in experiment
75%	With potassium carbonate; copper(l) chloride In N,N-dimethyl-formamide at 140℃; for 6 h;	To 500mL three-necked flask equipped with a thermometer, was added DMF (200ml), between sequentially added trifluoromethylphenol (0.26mol, 42.2g), potassium carbonate (0.266mol, 37.2g), 2-chloro-6-carboxy pyridine (0.2mol, 31.6g), cuprous chloride (1.0 g of), heated to 140 deg.] C, the reaction 6.0H, cooled to room temperature, the reaction solution was poured into 600ml of ice water, pH = 3 adjusted with concentrated brine, and the precipitated solid was pumped was filtered off, washed with water, dried to obtain a white solid, yield: 75percent
75%	With potassium carbonate; copper(l) chloride In N,N-dimethyl-formamide at 140℃; for 8 h;	DMF (200 ml) was added to a 500 mL three-necked flask equipped with a thermometer, followed by the addition of m-trifluoromethylphenol.(0.26 mol, 42.2 g), potassium carbonate (0.266 mol, 37.2 g), 2-chloro-6-carboxypyridine (0.2 mol, 31.6 g) andCuprous chloride (1.0 g), warmed to 140 ° C, reacted for 8.0 h, cooled to room temperature, and poured into 600 ml of ice water.The pH of the brine was adjusted to 3, and the solid was precipitated, suction filtered, washed with water, and dried to give a white solid. Yield: 75percent.

Reference： [1] Patent: CN108530351, 2018, A, . Location in patent: Paragraph 0011; 0026; 0028
[2] Patent: CN108794390, 2018, A, . Location in patent: Paragraph 0031; 0032; 0036; 0040

2
[ 98-17-9 ]
[ 137640-84-7 ]

Reference： [1] Patent: CN107382847, 2017, A,

[ 98-17-9 ] Synthesis Path-Downstream 1~12

1
[ 13195-50-1 ]
[ 98-17-9 ]
[ 190966-82-6 ]

Reference： [1]Bioorganic and Medicinal Chemistry,1997,vol. 5,p. 779 - 786

2
[ 98-17-9 ]
[ 53903-49-4 ]

Reference： [1]Tetrahedron Letters,2004,vol. 45,p. 5131 - 5133

3
[ 117873-72-0 ]
[ 98-17-9 ]
[ 192447-50-0 ]

Yield	Reaction Conditions	Operation in experiment
	In hexane; N,N-dimethyl-formamide; mineral oil;	(1) Production of 2-bromo-4-methoxy-6-{3-(trifluoromethyl)phenoxy} pyridine as an intermediate product 3.34 g (0.1871.1 mol) of 3-(trifluoromethyl) phenol was dissolved in about 30 ml of dimethyl formamide. The solution was further mixed with 0.78 g (ca. 60% in mineral oil; 0.01871.04 mol) of sodium hydride and then with 5.00 g (0.0187 mol) of <strong>[117873-72-0]2,6-dibromo-4-methoxy pyridine</strong>. After stirring at about 120 C. for about 2 hours, the mixture was allowed to stand for cooling to room temperature. After the reaction solution was distributed with hexane-saturated sodium bicarbonate water, the organic phase of the obtained solution was washed with saturated brine and dried with anhydrous sodium sulfate. The resultant solution was concentrated and then purified by silica gel column chromatography (eluding solution: ethyl acetate/hexane), and the obtained product was subjected to recrystallization using hexane, thereby obtaining an aimed product. Yield by weight: 3.23 g; yield by percentage: 50%; solid; melting point: 57 to 60 C.; 1 H-NMR (60 MHz, CDCl3, delta): 3.75 (3H, s), 6.26 (1H, d, J=2 Hz), 6.75 (1H, d, J=2 Hz), 7.0-7.6 (4H, complex).
	In hexane-saturated sodium bicarbonate water; hexane; N,N-dimethyl-formamide; mineral oil;	(1) <Production of 2-bromo-4-methoxy-6-[3-(trifluoromethyl)phenoxy] pyridine as an intermediate product> 3-(trifluoromethyl) phenol (3.34 g; 0.01871.1 mol) was dissolved in dimethyl formamide (about 30 ml). Further, sodium hydride [0.78 g (ca. 60% in mineral oil), 0.01871.0 mol] and then <strong>[117873-72-0]2,6-dibromo-4-methoxy pyridine</strong> (5.00 g, 0.0187 mol) were added to the solution. The obtained solution was stirred at about 120 C. for about 2 hours and, thereafter, allowed so as to stand and cooled to room temperature. The obtained reaction solution was distributed in hexane-saturated sodium bicarbonate water. The organic phase separated from the reaction solution was washed with saturated brine, and dried with anhydrous sodium sulfate. The resultant solution was concentrated and then purified by silica gel column chromatography (eluding solution: ethyl acetate/hexane), and the obtained purified product was subjected to recrystallization using hexane, thereby obtaining an aimed product. Yield weight: 3.23 g; yield percentage: 50%; solid; melting point: 57 to 60 C.; 1 H-NMR (60 MHz, CDCl3, delta): 3.75(3H, s), 6.26(1H, d, J=2 Hz), 6.75(1H, d, J=2 Hz), 7.0-7.6(4H, complex).
	In hexane-saturated sodium bicarbonate water; hexane; N,N-dimethyl-formamide; mineral oil;	(1) Production of 2-bromo-4-methoxy-6-[3-(trifluoromethyl)phenoxy] pyridine as an intermediate 3-(trifluoromethyl) phenol (3.34 g; 0.01871.1 mol) was dissolved in dimethyl formamide (hereinafter referred to merely as "DMF") (approximately 30 ml). Further, sodium hydride [0.78 g (ca. 60% in mineral oil), 0.01871.0 mol] and then <strong>[117873-72-0]2,6-dibromo-4-methoxy pyridine</strong> (5.00 g, 0.0187 mol) were added to the solution. The obtained solution was stirred at about 120 C. for about 2 hours and, thereafter, allowed to stand so as to be cooled to room temperature. The obtained reaction solution was distributed in hexane-saturated sodium bicarbonate water. The organic phase separated from the reaction solution was washed with saturated brine, and dried with anhydrous sodium sulfate. The resultant solution was concentrated and then purified by silica gel column chromatography (eluding solution: ethyl acetate/hexane), and the obtained purified product was subjected to recrystallization using hexane, thereby obtaining an aimed product. Yield weight: 3.23 g; yield by percentage: 50%; solid; melting point: 57 to 60 C.; 1H-NMR (60 MHz, CDCl3, delta): 3.75(3H, s), 6.26(1H, d, J=2 Hz), 6.75(1H, d, J=2 Hz), 7.0-7.6(4H, complex).

Reference： [1]Patent: US6339045,2002,B1 .Location in patent: Example 1
[2]Patent: US6005112,1999,A
[3]Patent: US6159901,2000,A
[4]Patent: US6200933,2001,B1

4
[ 2648-51-3 ]
[ 98-17-9 ]
[ 38980-96-0 ]
4-(3''-trifluoromethylphenoxy)-2-(4'-trifluoromethylphenyl)pyrimidine [ No CAS ]

Reference： [1]Patent: EP1200414,2005,B1 .Location in patent: Page/Page column 6

5
[ 2648-51-3 ]
[ 98-17-9 ]
[ 57297-29-7 ]
2-cyclopropyl-4-(3-trifluoromethylphenoxy)pyrimidine [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
75%	With potassium carbonate; In 1,2-dimethoxyethane; for 3h;Heating / reflux;	Example 14 Preparation of 2-cyclopropyl-4-(3-trifluoromethylphenoxy)pyrimidine 3,3-Dichloroacrolein (10 mmoles) diluted with dimethoxyethane (35 ml), is slowly added to a mixture consisting of a cyclopropylcarbamidine hydrochloride (10 mmoles), 3-trifluoromethylphenol (11 mmoles), potassium carbonate (40 mmoles) and dimethoxyethane (40 ml), which is stirred under reflux. When the addition of 3,3-dichloroacrolein is completed additional cyclopropylcarbamidine hydrochloride (1 mmoles) is added. The reaction mixture is stirred for 3 hours under reflux and subsequently cooled down to ambient temperature over night and filtered through silica. The organic phase is concentrated in vacuo. The residue was purified by chromatography on Al2O3 (petrol ethers / ethyl acetate: 20 / 1) to yield 2.1 g (75 percent) of the pure product having as a colorless liquid; 1H NMR (CDCl3); delta = 2.10 ppm (m, N=C(=N)-CH).
2.1 g (75%)	With potassium carbonate; In 1,2-dimethoxyethane;	EXAMPLE 14 Preparation of 2-cyclopropyl-4-(3-trifluoromethylphenoxy)pyrimidine 3,3-Dichloroacrolein (10 mmoles) diluted with dimethoxyethane (35 ml), is slowly added to a mixture consisting of a cyclopropylcarbamidine hydrochloride (10 mmoles), 3-trifluoromethylphenol (11 mmoles), potassium carbonate (40 mmoles) and dimethoxyethane (40 ml), which is stirred under reflux. When the addition of 3,3-dichloroacrolein is completed additional cyclopropylcarbamidine hydrochloride (1 mmoles) is added. The reaction mixture is stirred for 3 hours under reflux and subsequently cooled down to ambient temperature over night and filtered through silica. The organic phase is concentrated in vacuo. The residue was purified by chromatography on Al2O3 (petrol ethers/ethyl acetate: 20/1) to yield 2.1 g (75percent) of the pure product having as a colorless liquid; 1H NMR (CDCl3); delta=2.10 ppm (m, N=C(=N)-CH).

Reference： [1]Patent: EP1200414,2005,B1 .Location in patent: Page/Page column 7
[2]Patent: US6281358,2001,B1

6
potassium phosphate [ No CAS ]
[ 548465-63-0 ]
[ 98-17-9 ]
[ 224311-51-7 ]
[ 548465-92-5 ]

Yield	Reaction Conditions	Operation in experiment
	palladium diacetate; In water; ethyl acetate; toluene;	Example 9 A mixture of 5-(3-bromophenoxy)isophthalonitrile (75 mg), 3-hydroxybenzotrifluoride (61 mg), palladium(II) acetate (11 mg), tripotassium phosphate (0.106 g) and 2-(di-tert-butylphosphino)biphenyl (18 mg) in dry toluene was heated at reflux under a nitrogen atmosphere for 24 hours. Water and ethyl acetate were added to the cooled mixture, followed by acidification with aqueous hydrochloric acid (2M). The phases were separated and the organic layer dried over magnesium sulphate, concentrated and purified by flash chromatography. Elution with 5percent ethyl acetate/i-hexane gave 5-[3-(3-trifluoromethylphenoxy)phenoxy]isophthalonitrile (Compound 77, 32 mg), NMR 7.62 (1H, s); 7.52-7.37 (5H, m); 7.31 (1H, s); 7.25 (1H, d); 6.92 (1H, dd); 6.82 (1H, dd); 6.73 (1H, t).

Reference： [1]Patent: US2003/181334,2003,A1

7
[ 254895-36-8 ]
[ 1193-21-1 ]
[ 98-17-9 ]
[ 2026-70-2 ]
4-(α,α,α,-Trifluoro-N-methyl-m-toluidino)-6-[(α,α,α-trifluoro-m-tolyl)oxy]pyrimidine [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With sodium carbonate; In ethyl acetate; N,N-dimethyl-formamide;	EXAMPLE 19 Preparation Of 4-(alpha,alpha,alpha-Trifluoro-N-methyl-m-toluidino)-6-[(alpha,alpha,alpha-trifluoro-m-tolyl)oxy]pyrimidine 4,6-Dichloropyrimidine (1.55 g, 0.01mol) and <strong>[2026-70-2]N-methyl-3-trifluoromethylaniline</strong> (2.0 g, 0.llmol) are combined and heated to 126 C under N2for 1.5 hours. The resulting oil is taken up in ethyl acetate, is washed with 10% sodium carbonate and dried over sodium sulphate. The organic phase is concentrated under reduced pressure to yield a yellow oil which is purified by column chromatography to give 4-chloro-6-(N-methyl-3-trifluoromethylanilino)-pyrimidine (1.78 g) as a white solid. 4-Chloro-6-(N-methyl-3-trifluoromethylanilino)-pyrimidine (0.30 g, 0.001 mol.) and sodium carbonate (0.28g, 0.003 mol.) in DMF are stirred for 10 minutes. m-Trifluoro-methylphenol (0.16g, 0.001mol) is added and the mixture is heated to 60 C for 12 hours. The mixture is then cooled and poured into water. The product is extracted into ethyl acetate, washed with 10% sodium hydroxide, 10% hydrochloric acid, and 5% potassium carbonate, dried over Na2SO4, filtered, and is concentrated under reduced pressure. 6-(N-methyl-3-trifluoromethylanilino)-4-(3-trifluoromethylphenoxy)pyrimidine (0.16g) obtained by chromatography as a white solid. M.p. 118-119 C.

Reference： [1]Patent: EP972770,2000,A1

8
[ 63927-22-0 ]
[ 98-17-9 ]
8-[3-(trifluoromethyl)phenoxy]isoquinoline [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
47%	With copper(l) iodide; 2,2,6,6-tetramethylheptane-3,5-dione; copper; caesium carbonate; In dimethyl sulfoxide; at 100℃; for 4h;Inert atmosphere;	A mixture of <strong>[63927-22-0]8-bromoisoquinoline</strong> (1.0 g, 4.8 mmol) , 3- trifluoromethylphenol (1.55 g, 9.6 mmol), cesium carbonate is (3.9 g, 12 mmol) and dimethylsulfoxide (10 mL) was degassed with argon for 30 min, and to the mixture were added copper (I) iodide (0.91 g, 4.8 mmol), copper powder (0.30 g, 4.8 mmol) and 2, 2, 6, 6-tetramethyl-3, 5-heptanedione (0.49 mL, 2.5 mmol). Degassing was continued for additional 20 min. The resulting 20 mixture was heated at 100°C for 4 hours under argon atmosphere. The reaction mixture was cooled to room temperature, and to the mixture were added water (50 mL) followed by 10percent aqueous sodium hydroxide solution' (50 mL) . The mixture was extracted with ethyl acetate (3 x 50 mL) . The combined organic layers 25 were washed with water (25 mL) and brine (50 mL) , and dried over sodium sulfate. The organic layer was concentrated under vacuum, and the residue was purified by combiflash with 8-12percent ethyl acetate in hexane as a mobile phase to give the title compound as an off-white solid (0.65 g., 47percent). MS(ESI)m/z: 30 290.1 ( +l) . 1H NMR (400 MHz, CDC13) : delta 7.11 (d, J = 7.2 Hz, 1H) ; 7.45 (dd, J= 1.6 & 7.6 Hz, 1H) ; 7 , 56-7.60 (m, 2H) ; 7.66- 7.70 (m, 1H) ; 7.73-7.81 (m, 2H) ; 7.92 (d, J = 5.6 Hz, 1H) ; 8.61 (bs, 1H) 9.51 (bs, 1H) .

Reference： [1]Patent: WO2016/21742,2016,A1 .Location in patent: Paragraph 0222; 0224

9
[ 98-17-9 ]
[ 141483-15-0 ]

Reference： [1]Patent: CN104844399,2016,B

10
[ 98-17-9 ]
[ 137640-84-7 ]

Reference： [1]Patent: CN107382847,2017,A

11
[ 4684-94-0 ]
[ 98-17-9 ]
[ 137640-84-7 ]

Yield	Reaction Conditions	Operation in experiment
75%	With potassium carbonate; copper(l) chloride; In N,N-dimethyl-formamide; at 140℃; for 6.0h;	To 500mL three-necked flask equipped with a thermometer, was added DMF (200ml), between sequentially added trifluoromethylphenol (0.26mol, 42.2g), potassium carbonate (0.266mol, 37.2g), 2-chloro-6-carboxy pyridine (0.2mol, 31.6g), cuprous chloride (1.0 g of), heated to 140 deg.] C, the reaction 6.0H, cooled to room temperature, the reaction solution was poured into 600ml of ice water, pH = 3 adjusted with concentrated brine, and the precipitated solid was pumped was filtered off, washed with water, dried to obtain a white solid, yield: 75%
75%	With potassium carbonate; copper(l) chloride; In N,N-dimethyl-formamide; at 140℃; for 8.0h;	DMF (200 ml) was added to a 500 mL three-necked flask equipped with a thermometer, followed by the addition of m-trifluoromethylphenol.(0.26 mol, 42.2 g), potassium carbonate (0.266 mol, 37.2 g), 2-chloro-6-carboxypyridine (0.2 mol, 31.6 g) andCuprous chloride (1.0 g), warmed to 140 C, reacted for 8.0 h, cooled to room temperature, and poured into 600 ml of ice water.The pH of the brine was adjusted to 3, and the solid was precipitated, suction filtered, washed with water, and dried to give a white solid. Yield: 75%.

Reference： [1]Patent: CN108530351,2018,A .Location in patent: Paragraph 0011; 0026; 0028
[2]Patent: CN108794390,2018,A .Location in patent: Paragraph 0031; 0032; 0036; 0040

12
[ 98-17-9 ]
[ 1147557-97-8 ]
tert-butyl 6-(3-(trifluoromethyl)phenoxy)-2-azaspiro[3.3]heptane-2-carboxylate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
40%	With di-isopropyl azodicarboxylate; triphenylphosphine; In benzene; at 0℃;Reflux;	Diisopropyl azodicarboxylate (4.04 g, 20 mmol) was added into a cold (0 C.) solution of (3-(trifluoromethyl)phenol (1.62 g, 10 mmol)), <strong>[1147557-97-8]tert-butyl 6-hydroxy-2-azaspiro[3.3]heptane-2-carboxylate</strong> (2.34 g, 11 mmol) and triphenylphosphine (5.24 g, 20 mmol) in anhydrous benzene (20 mL) The resulting mixture was refluxed overnight. Then, the mixture was concentrated and partitioned between EtOAc and water (1/1). The organic layer was washed with saturated NaHCO3 and brine. The organic extracts were dried over anhydrous NaSO4. The solvents were removed under vacuum and the residue was purified on silica gel (Biotage; eluting solvents hexanes:EtOAc 3/1 ratio) to afford tert-butyl 6-(3-(trifluoromethyl)phenoxy)-2-azaspiro[3.3]heptane-2-carboxylate as colorless oil (1.4 g, 40% yield); 1H NMR (400 MHz, CDCl3) delta ppm 7.36-7.34 (m, 1H), 7.20-7.18 (m, 1H), 6.99 (s, 1H), 6.95-6.92 (m, 1H), 4.61-4.57 (m, 1H), 3.99 (s, 2H), 3.93 (s, 2H), 2.75-2.70 (m, 2H), 2.37-2.32 (m, 2H), 1.43 (s, 9H).

Reference： [1]Patent: US2019/152917,2019,A1 .Location in patent: Paragraph 0352

Recommend Products

Same Skeleton Products

Related Products

Isomers

Technical Information

? Acidity of Phenols ? Alkyl Halide Occurrence ? Benzylic Oxidation ? Birch Reduction ? Blanc Chloromethylation ? Chan-Lam Coupling Reaction ? Electrophilic Substitution of the Phenol Aromatic Ring ? Etherification Reaction of Phenolic Hydroxyl Group ? Friedel-Crafts Reaction ? Halogenation of Phenols ? Hydrogenolysis of Benzyl Ether ? Oxidation of Phenols ? Pechmann Coumarin Synthesis ? Preparation of Aldehydes and Ketones ? Preparation of Alkylbenzene ? Reactions of Benzene and Substituted Benzenes ? Reimer-Tiemann Reaction ? Vilsmeier-Haack Reaction

Historical Records

Pharmaceutical Intermediates of
[ 98-17-9 ]

Tafenoquine Related Intermediates

[ 5437-98-9 ]

N-(4-Methoxyphenyl)-3-oxobutanamide

[ 110-15-6 ]

Succinic acid

[ 91-16-7 ]

1,2-Dimethoxybenzene

[ 1074-82-4 ]

Potassium 1,3-dioxoisoindolin-2-ide

[ 366-99-4 ]

3-Fluoro-4-methoxyaniline

Related Functional Groups of
[ 98-17-9 ]

Fluorinated Building Blocks

[ 402-45-9 ]

4-(Trifluoromethyl)phenol

Similarity: 1.00

[ 349-58-6 ]

3,5-Bis(trifluoromethyl)phenol

Similarity: 0.98

[ 444-30-4 ]

2-(Trifluoromethyl)phenol

Similarity: 0.95

[ 403648-76-0 ]

4-(Difluoromethyl)phenol

Similarity: 0.95

[ 454-90-0 ]

3-(Trifluoromethyl)anisole

Similarity: 0.91

Aryls

[ 402-45-9 ]

4-(Trifluoromethyl)phenol

Similarity: 1.00

[ 349-58-6 ]

3,5-Bis(trifluoromethyl)phenol

Similarity: 0.98

[ 444-30-4 ]

2-(Trifluoromethyl)phenol

Similarity: 0.95

[ 403648-76-0 ]

4-(Difluoromethyl)phenol

Similarity: 0.95

[ 454-90-0 ]

3-(Trifluoromethyl)anisole

Similarity: 0.91

Trifluoromethyls

[ 402-45-9 ]

4-(Trifluoromethyl)phenol

Similarity: 1.00

[ 349-58-6 ]

3,5-Bis(trifluoromethyl)phenol

Similarity: 0.98

[ 444-30-4 ]

2-(Trifluoromethyl)phenol

Similarity: 0.95

[ 454-90-0 ]

3-(Trifluoromethyl)anisole

Similarity: 0.91

[ 402-52-8 ]

1-Methoxy-4-(trifluoromethyl)benzene

Similarity: 0.91

Ghs Precautionary Statements

Precautionary Statements-General
Code	Phrase
P101	If medical advice is needed,have product container or label at hand.
P102	Keep out of reach of children.
P103	Read label before use
Prevention
Code	Phrase
P201	Obtain special instructions before use.
P202	Do not handle until all safety precautions have been read and understood.
P210	Keep away from heat/sparks/open flames/hot surfaces. - No smoking.
P211	Do not spray on an open flame or other ignition source.
P220	Keep/Store away from clothing/combustible materials.
P221	Take any precaution to avoid mixing with combustibles
P222	Do not allow contact with air.
P223	Keep away from any possible contact with water, because of violent reaction and possible flash fire.
P230	Keep wetted
P231	Handle under inert gas.
P232	Protect from moisture.
P233	Keep container tightly closed.
P234	Keep only in original container.
P235	Keep cool
P240	Ground/bond container and receiving equipment.
P241	Use explosion-proof electrical/ventilating/lighting/equipment.
P242	Use only non-sparking tools.
P243	Take precautionary measures against static discharge.
P244	Keep reduction valves free from grease and oil.
P250	Do not subject to grinding/shock/friction.
P251	Pressurized container: Do not pierce or burn, even after use.
P260	Do not breathe dust/fume/gas/mist/vapours/spray.
P261	Avoid breathing dust/fume/gas/mist/vapours/spray.
P262	Do not get in eyes, on skin, or on clothing.
P263	Avoid contact during pregnancy/while nursing.
P264	Wash hands thoroughly after handling.
P265	Wash skin thouroughly after handling.
P270	Do not eat, drink or smoke when using this product.
P271	Use only outdoors or in a well-ventilated area.
P272	Contaminated work clothing should not be allowed out of the workplace.
P273	Avoid release to the environment.
P280	Wear protective gloves/protective clothing/eye protection/face protection.
P281	Use personal protective equipment as required.
P282	Wear cold insulating gloves/face shield/eye protection.
P283	Wear fire/flame resistant/retardant clothing.
P284	Wear respiratory protection.
P285	In case of inadequate ventilation wear respiratory protection.
P231 + P232	Handle under inert gas. Protect from moisture.
P235 + P410	Keep cool. Protect from sunlight.
Response
Code	Phrase
P301	IF SWALLOWED:
P304	IF INHALED:
P305	IF IN EYES:
P306	IF ON CLOTHING:
P307	IF exposed:
P308	IF exposed or concerned:
P309	IF exposed or if you feel unwell:
P310	Immediately call a POISON CENTER or doctor/physician.
P311	Call a POISON CENTER or doctor/physician.
P312	Call a POISON CENTER or doctor/physician if you feel unwell.
P313	Get medical advice/attention.
P314	Get medical advice/attention if you feel unwell.
P315	Get immediate medical advice/attention.
P320
P302 + P352	IF ON SKIN: wash with plenty of soap and water.
P321
P322
P330	Rinse mouth.
P331	Do NOT induce vomiting.
P332	IF SKIN irritation occurs:
P333	If skin irritation or rash occurs:
P334	Immerse in cool water/wrap n wet bandages.
P335	Brush off loose particles from skin.
P336	Thaw frosted parts with lukewarm water. Do not rub affected area.
P337	If eye irritation persists:
P338	Remove contact lenses, if present and easy to do. Continue rinsing.
P340	Remove victim to fresh air and keep at rest in a position comfortable for breathing.
P341	If breathing is difficult, remove victim to fresh air and keep at rest in a position comfortable for breathing.
P342	If experiencing respiratory symptoms:
P350	Gently wash with plenty of soap and water.
P351	Rinse cautiously with water for several minutes.
P352	Wash with plenty of soap and water.
P353	Rinse skin with water/shower.
P360	Rinse immediately contaminated clothing and skin with plenty of water before removing clothes.
P361	Remove/Take off immediately all contaminated clothing.
P362	Take off contaminated clothing and wash before reuse.
P363	Wash contaminated clothing before reuse.
P370	In case of fire:
P371	In case of major fire and large quantities:
P372	Explosion risk in case of fire.
P373	DO NOT fight fire when fire reaches explosives.
P374	Fight fire with normal precautions from a reasonable distance.
P376	Stop leak if safe to do so. Oxidising gases (section 2.4) 1
P377	Leaking gas fire: Do not extinguish, unless leak can be stopped safely.
P378
P380	Evacuate area.
P381	Eliminate all ignition sources if safe to do so.
P390	Absorb spillage to prevent material damage.
P391	Collect spillage. Hazardous to the aquatic environment
P301 + P310	IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician.
P301 + P312	IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.
P301 + P330 + P331	IF SWALLOWED: Rinse mouth. Do NOT induce vomiting.
P302 + P334	IF ON SKIN: Immerse in cool water/wrap in wet bandages.
P302 + P350	IF ON SKIN: Gently wash with plenty of soap and water.
P303 + P361 + P353	IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.
P304 + P312	IF INHALED: Call a POISON CENTER or doctor/physician if you feel unwell.
P304 + P340	IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.
P304 + P341	IF INHALED: If breathing is difficult, remove victim to fresh air and keep at rest in a position comfortable for breathing.
P305 + P351 + P338	IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.
P306 + P360	IF ON CLOTHING: Rinse Immediately contaminated CLOTHING and SKIN with plenty of water before removing clothes.
P307 + P311	IF exposed: call a POISON CENTER or doctor/physician.
P308 + P313	IF exposed or concerned: Get medical advice/attention.
P309 + P311	IF exposed or if you feel unwell: call a POISON CENTER or doctor/physician.
P332 + P313	IF SKIN irritation occurs: Get medical advice/attention.
P333 + P313	IF SKIN irritation or rash occurs: Get medical advice/attention.
P335 + P334	Brush off loose particles from skin. Immerse in cool water/wrap in wet bandages.
P337 + P313	IF eye irritation persists: Get medical advice/attention.
P342 + P311	IF experiencing respiratory symptoms: call a POISON CENTER or doctor/physician.
P370 + P376	In case of fire: Stop leak if safe to Do so.
P370 + P378	In case of fire:
P370 + P380	In case of fire: Evacuate area.
P370 + P380 + P375	In case of fire: Evacuate area. Fight fire remotely due to the risk of explosion.
P371 + P380 + P375	In case of major fire and large quantities: Evacuate area. Fight fire remotely due to the risk of explosion.
Storage
Code	Phrase
P401
P402	Store in a dry place.
P403	Store in a well-ventilated place.
P404	Store in a closed container.
P405	Store locked up.
P406	Store in corrosive resistant/ container with a resistant inner liner.
P407	Maintain air gap between stacks/pallets.
P410	Protect from sunlight.
P411
P412	Do not expose to temperatures exceeding 50 oC/ 122 oF.
P413
P420	Store away from other materials.
P422
P402 + P404	Store in a dry place. Store in a closed container.
P403 + P233	Store in a well-ventilated place. Keep container tightly closed.
P403 + P235	Store in a well-ventilated place. Keep cool.
P410 + P403	Protect from sunlight. Store in a well-ventilated place.
P410 + P412	Protect from sunlight. Do not expose to temperatures exceeding 50 oC/122oF.
P411 + P235	Keep cool.
Disposal
Code	Phrase
P501	Dispose of contents/container to ...
P502	Refer to manufacturer/supplier for information on recovery/recycling

Physical hazards
Code	Phrase
H200	Unstable explosive
H201	Explosive; mass explosion hazard
H202	Explosive; severe projection hazard
H203	Explosive; fire, blast or projection hazard
H204	Fire or projection hazard
H205	May mass explode in fire
H220	Extremely flammable gas
H221	Flammable gas
H222	Extremely flammable aerosol
H223	Flammable aerosol
H224	Extremely flammable liquid and vapour
H225	Highly flammable liquid and vapour
H226	Flammable liquid and vapour
H227	Combustible liquid
H228	Flammable solid
H229	Pressurized container: may burst if heated
H230	May react explosively even in the absence of air
H231	May react explosively even in the absence of air at elevated pressure and/or temperature
H240	Heating may cause an explosion
H241	Heating may cause a fire or explosion
H242	Heating may cause a fire
H250	Catches fire spontaneously if exposed to air
H251	Self-heating; may catch fire
H252	Self-heating in large quantities; may catch fire
H260	In contact with water releases flammable gases which may ignite spontaneously
H261	In contact with water releases flammable gas
H270	May cause or intensify fire; oxidizer
H271	May cause fire or explosion; strong oxidizer
H272	May intensify fire; oxidizer
H280	Contains gas under pressure; may explode if heated
H281	Contains refrigerated gas; may cause cryogenic burns or injury
H290	May be corrosive to metals
Health hazards
Code	Phrase
H300	Fatal if swallowed
H301	Toxic if swallowed
H302	Harmful if swallowed
H303	May be harmful if swallowed
H304	May be fatal if swallowed and enters airways
H305	May be harmful if swallowed and enters airways
H310	Fatal in contact with skin
H311	Toxic in contact with skin
H312	Harmful in contact with skin
H313	May be harmful in contact with skin
H314	Causes severe skin burns and eye damage
H315	Causes skin irritation
H316	Causes mild skin irritation
H317	May cause an allergic skin reaction
H318	Causes serious eye damage
H319	Causes serious eye irritation
H320	Causes eye irritation
H330	Fatal if inhaled
H331	Toxic if inhaled
H332	Harmful if inhaled
H333	May be harmful if inhaled
H334	May cause allergy or asthma symptoms or breathing difficulties if inhaled
H335	May cause respiratory irritation
H336	May cause drowsiness or dizziness
H340	May cause genetic defects
H341	Suspected of causing genetic defects
H350	May cause cancer
H351	Suspected of causing cancer
H360	May damage fertility or the unborn child
H361	Suspected of damaging fertility or the unborn child
H361d	Suspected of damaging the unborn child
H362	May cause harm to breast-fed children
H370	Causes damage to organs
H371	May cause damage to organs
H372	Causes damage to organs through prolonged or repeated exposure
H373	May cause damage to organs through prolonged or repeated exposure
Environmental hazards
Code	Phrase
H400	Very toxic to aquatic life
H401	Toxic to aquatic life
H402	Harmful to aquatic life
H410	Very toxic to aquatic life with long-lasting effects
H411	Toxic to aquatic life with long-lasting effects
H412	Harmful to aquatic life with long-lasting effects
H413	May cause long-lasting harmful effects to aquatic life
H420	Harms public health and the environment by destroying ozone in the upper atmosphere

成人免费xx,国产又黄又湿又刺激不卡网站,成人性视频app菠萝网站,色天天天天

[ CAS No. 98-17-9 ] {[proInfo.proName]}

Quality Control of [ 98-17-9 ]

Related Doc. of [ 98-17-9 ]

Product Citations

Product Details of [ 98-17-9 ]

Calculated chemistry of [ 98-17-9 ] Expand+

Physicochemical Properties

Pharmacokinetics

Lipophilicity

Druglikeness

Water Solubility

Medicinal Chemistry

Safety of [ 98-17-9 ]

Application In Synthesis of [ 98-17-9 ]

[ 98-17-9 ] Synthesis Path-Upstream 1~2

[ 98-17-9 ] Synthesis Path-Downstream 1~12

Technical Information

Pharmaceutical Intermediates of [ 98-17-9 ]

Tafenoquine Related Intermediates

Related Functional Groups of [ 98-17-9 ]

Fluorinated Building Blocks

Aryls

Trifluoromethyls

Precautionary Statements-General

Prevention

Response

Storage

Disposal

Physical hazards

Health hazards

Environmental hazards

Inquiry

Pharmaceutical Intermediates of
[ 98-17-9 ]

Related Functional Groups of
[ 98-17-9 ]