[ CAS No. 641571-13-3 ] {[proInfo.proName]}

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

2D 3D

Structure of 641571-13-3 * Storage: {[proInfo.prStorage]}

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Quality Control of [ 641571-13-3 ]

COA NMR CNMR HPLC LC-MS

Related Doc. of [ 641571-13-3 ]

SDS Specification

Alternatived Products of [ 641571-13-3 ]

Product Details of [ 641571-13-3 ]

CAS No. :	641571-13-3	MDL No. :	MFCD09998833
Formula :	C₁₂H₉F₃N₂O₂	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	ZQOCDOFDUXPNGM-UHFFFAOYSA-N
M.W :	270.21	Pubchem ID :	46900241
Synonyms :

Calculated chemistry of [ 641571-13-3 ] Expand+

Physicochemical Properties

Num. heavy atoms :	19
Num. arom. heavy atoms :	11
Fraction Csp3 :	0.17
Num. rotatable bonds :	3
Num. H-bond acceptors :	6.0
Num. H-bond donors :	1.0
Molar Refractivity :	60.49
TPSA :	55.12 ?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) :	-6.19 cm/s

Lipophilicity

Log Po/w (iLOGP) :	1.85
Log Po/w (XLOGP3) :	2.48
Log Po/w (WLOGP) :	4.05
Log Po/w (MLOGP) :	2.14
Log Po/w (SILICOS-IT) :	2.36
Consensus Log Po/w :	2.58

Druglikeness

Lipinski :	0.0
Ghose :	None
Veber :	0.0
Egan :	0.0
Muegge :	0.0
Bioavailability Score :	0.56

Water Solubility

Log S (ESOL) :	-3.31
Solubility :	0.133 mg/ml ; 0.000492 mol/l
Class :	Soluble
Log S (Ali) :	-3.28
Solubility :	0.141 mg/ml ; 0.000522 mol/l
Class :	Soluble
Log S (SILICOS-IT) :	-3.58
Solubility :	0.0719 mg/ml ; 0.000266 mol/l
Class :	Soluble

Medicinal Chemistry

PAINS :	0.0 alert
Brenk :	0.0 alert
Leadlikeness :	0.0
Synthetic accessibility :	2.1

Safety of [ 641571-13-3 ]

Signal Word:	Warning	Class:	N/A
Precautionary Statements:	P261-P305+P351+P338	UN#:	N/A
Hazard Statements:	H302-H315-H319-H335	Packing Group:	N/A
GHS Pictogram:

Application In Synthesis of [ 641571-13-3 ]

* 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 [ 641571-13-3 ]
Downstream synthetic route of [ 641571-13-3 ]

[ 641571-13-3 ] Synthesis Path-Upstream 1~3

1
[ 641571-12-2 ]
[ 641571-13-3 ]

Yield	Reaction Conditions	Operation in experiment
99%	With water; sodium hydroxide In 1,4-dioxaneReflux	General procedure: General procedure for hydrolysis of nitrile: At a solution of nitrile derivative in dioxane (0.13M) was added NaOH (10 eq, l g/L) in H₂0. The mixture was heat at reflux overnight. After evaporation of the dioxane, the aqueous layer was washed with AcOEt, then acidified with HCl 2N and extract with AcOEt. The organic layer was dried over Na₂S0₄ filtered and concentrated.
99%	With water; sodium hydroxide In 1,4-dioxaneReflux	General procedure: General procedure for hydrolysis of nitrile: At a solution of nitrile derivative in dioxane (0,13M) was added NaOH (10 eq, lg/L) in H₂0. The mixture was heat at reflux overnight. After evaporation of the dioxane, the aqueous layer was washed with AcOEt, then acidified with HCl 2N and extract with AcOEt. The organic layer was dried over Na₂S0₄ filtered and concentrated.
74%	Stage #1: With sodium hydroxide; water In 1,4-dioxane at 100℃; Stage #2: With hydrogenchloride; water In 1,4-dioxane	Method 27; 3-(4-Methyl-lH-imidazol-l-ylV5-(trifluoromethvπbenzoic acidTo a solution of 3-(4-methyl-lH-imidazol-l-yl)-5-(trifluoromethyl)benzonitrile (Method 26; 180 mg, 0.717 mmol) in 5 ml of dioxane was added 7 ml of a IMNaOH solution. The reaction mixture was allowed to stir overnight at 100 °C. The reaction was cooled to room temperature and quenched by careful addition of concentrated HCl until pH 3 was obtained. The aqueous phase was extracted with EtOAc, dried over Na₂SO₄, filtered and concentrated under reduced pressure to give 816 mg (74 percent) of the title compound as a yellow solid which was used without further purification, m/z 271.

Reference： [1] Patent: WO2014/102376, 2014, A1, . Location in patent: Page/Page column 46
[2] Patent: WO2014/102377, 2014, A1, . Location in patent: Page/Page column 50-51
[3] Journal of Medicinal Chemistry, 2010, vol. 53, # 15, p. 5439 - 5448
[4] Patent: WO2006/79791, 2006, A1, . Location in patent: Page/Page column 41
[5] Patent: WO2004/29038, 2004, A1, . Location in patent: Page 39
[6] Patent: EP1840122, 2007, A1, . Location in patent: Page/Page column 12

2
[ 822-36-6 ]
[ 328-67-6 ]
[ 641571-13-3 ]

Yield	Reaction Conditions	Operation in experiment
65%	With trans-N,N'-dimethyl-1,2-cyclohexyldiamine; potassium phosphate; copper(l) iodide In 1,4-dioxane at 115℃; for 72 h; Molecular sieve	Coupling reaction: A reaction flask was charged with 3-bromo-5-trifluoromethylbenzoic acid (compound 2, 2.7 g, 0.01 mol), 4-methyl-1H- imidazole (1.64 g, 1), trans- N, N'-dimethylcyclohexanediamine (0.28 g, 0.002 mol), 1,4-dioxane (10 vol./g), anhydrous potassium phosphate , 0.03mol) and 4A molecular sieves (0. lg / g), to form a mixed system; the mixed system is purged with nitrogen to have an oxygen content of 500ppm, finally adding cuprous iodide (0.38g, 0.002mol) The system was heated to 115 ° C, the reaction was stirred for 72 hours, TLC showed compound 2 disappeared to give the product system; and then the system was cooled to room temperature, transferred to 2M hydrochloric acid quenched, concentrated filtered without fraction To be purified solution. Adding n-butanol, extracting and separating the organic phase, extracting with n-butanol twice, and combining the organic phases; concentrating the organic phase to remove n-butanol to obtain 3- (4-methyl- -5- (trifluoromethyl) benzoic acid (Compound 3) crude. Recrystallization from methanol (4: 1 ./g) gave 1.76 g of a khaki-colored solid in 65percent yield.

Reference： [1] Patent: CN104592122, 2018, B, . Location in patent: Paragraph 0102- 0103

3
[ 149793-69-1 ]
[ 641571-13-3 ]

Reference： [1] Patent: WO2014/102376, 2014, A1,
[2] Patent: WO2014/102377, 2014, A1,

[ 641571-13-3 ] Synthesis Path-Downstream 1~1

1
[ 822-36-6 ]
[ 161622-05-5 ]
[ 641571-13-3 ]

Yield	Reaction Conditions	Operation in experiment
63 g	In N,N-dimethyl acetamide; at 80 - 85℃; for 12h;	Example 18: Preparation of 3-(4-methyl-imidazol-1-yl)-5-trifluoromethyl benzoic acid : In 3 lit four necked round bottom flask equipped with mechanical stirrer, thermometer, reflux condenser and an addition funnel, <strong>[161622-05-5]3-fluoro-5-(trifluoromethyl)benzoic acid</strong> (80 g), 4-methylimidazole (47.2 g) and dimethylacetamide (400 ml) was added, heated to 80-85C and stirred for 12 hrs at the same temperature. The reaction mass was cooled to room temperature, diluted with water (500 ml) and extracted with ethyl acetate (1000 ml). The solvent from organic layer was distilled off under vacuum and th obtained residue was titrated with water to get the title compound. Yield: 63 g.

Reference： [1]Patent: WO2019/130254,2019,A1 .Location in patent: Page/Page column 24

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Technical Information

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P103	Read label before use
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Code	Phrase
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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.
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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.
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P251	Pressurized container: Do not pierce or burn, even after use.
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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.
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P270	Do not eat, drink or smoke when using this product.
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P391	Collect spillage. Hazardous to the aquatic environment
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P301 + P312	IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.
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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.
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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.
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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.
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H401	Toxic to aquatic life
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H411	Toxic to aquatic life with long-lasting effects
H412	Harmful to aquatic life with long-lasting effects
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H420	Harms public health and the environment by destroying ozone in the upper atmosphere

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[ CAS No. 641571-13-3 ] {[proInfo.proName]}

Quality Control of [ 641571-13-3 ]

Related Doc. of [ 641571-13-3 ]

Product Details of [ 641571-13-3 ]

Calculated chemistry of [ 641571-13-3 ] Expand+

Physicochemical Properties

Pharmacokinetics

Lipophilicity

Druglikeness

Water Solubility

Medicinal Chemistry

Safety of [ 641571-13-3 ]

Application In Synthesis of [ 641571-13-3 ]

[ 641571-13-3 ] Synthesis Path-Upstream 1~3

[ 641571-13-3 ] Synthesis Path-Downstream 1~1

Technical Information

Related Functional Groups of [ 641571-13-3 ]

Fluorinated Building Blocks

Aryls

Carboxylic Acids

Trifluoromethyls

Related Parent Nucleus of [ 641571-13-3 ]

Imidazoles

Precautionary Statements-General

Prevention

Response

Storage

Disposal

Physical hazards

Health hazards

Environmental hazards

Inquiry

Related Functional Groups of
[ 641571-13-3 ]

Related Parent Nucleus of
[ 641571-13-3 ]