[ CAS No. 4684-94-0 ] {[proInfo.proName]}

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2D 3D

Structure of 4684-94-0 * Storage: {[proInfo.prStorage]}

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Quality Control of [ 4684-94-0 ]

COA NMR CNMR HPLC LC-MS

Related Doc. of [ 4684-94-0 ]

SDS Specification

Alternatived Products of [ 4684-94-0 ]

Product Details of [ 4684-94-0 ]

CAS No. :	4684-94-0	MDL No. :	MFCD00155390
Formula :	C₆H₄ClNO₂	Boiling Point :	No data available
Linear Structure Formula :	-	InChI Key :	ZLKMOIHCHCMSFW-UHFFFAOYSA-N
M.W :	157.55	Pubchem ID :	20812
Synonyms :

Calculated chemistry of [ 4684-94-0 ] Expand+

Physicochemical Properties

Num. heavy atoms :	10
Num. arom. heavy atoms :	6
Fraction Csp3 :	0.0
Num. rotatable bonds :	1
Num. H-bond acceptors :	3.0
Num. H-bond donors :	1.0
Molar Refractivity :	36.21
TPSA :	50.19 ?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) :	-6.2 cm/s

Lipophilicity

Log Po/w (iLOGP) :	0.97
Log Po/w (XLOGP3) :	1.5
Log Po/w (WLOGP) :	1.43
Log Po/w (MLOGP) :	-0.51
Log Po/w (SILICOS-IT) :	1.39
Consensus Log Po/w :	0.95

Druglikeness

Lipinski :	0.0
Ghose :	None
Veber :	0.0
Egan :	0.0
Muegge :	1.0
Bioavailability Score :	0.56

Water Solubility

Log S (ESOL) :	-2.14
Solubility :	1.14 mg/ml ; 0.00725 mol/l
Class :	Soluble
Log S (Ali) :	-2.16
Solubility :	1.09 mg/ml ; 0.00689 mol/l
Class :	Soluble
Log S (SILICOS-IT) :	-2.0
Solubility :	1.57 mg/ml ; 0.00998 mol/l
Class :	Soluble

Medicinal Chemistry

PAINS :	0.0 alert
Brenk :	1.0 alert
Leadlikeness :	1.0
Synthetic accessibility :	1.43

Safety of [ 4684-94-0 ]

Signal Word:	Warning	Class:
Precautionary Statements:	P280-P305+P351+P338	UN#:
Hazard Statements:	H302	Packing Group:
GHS Pictogram:

Application In Synthesis of [ 4684-94-0 ]

* 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 [ 4684-94-0 ]
Downstream synthetic route of [ 4684-94-0 ]

[ 4684-94-0 ] Synthesis Path-Upstream 1~1

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

[ 4684-94-0 ] Synthesis Path-Downstream 1~4

1
[ 4684-94-0 ]
[ 49851-36-7 ]
methyl 2-(2-(6-chloropicolinamido)phenyl)acetate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With N-ethyl-N,N-diisopropylamine; HATU; In N,N-dimethyl-formamide; at 20℃; for 2.5h;Inert atmosphere;	ln a 40 mL vial, HATU (2.263 g, 5.95 mmol) was added in one portion at room temperature to a DMF solution (10 mL) of <strong>[49851-36-7]methyl 2-(2-aminophenyl)acetate hydrochloride</strong> (CAS 49851-36-7) (1g, 4.96 mmol), 6-chloropyridine-2-carboxylic acid (CAS 4684-94-0) (0.938 g, 5.95 mmol) and DIEA (2.165 mL, 12.40 mmol). The resulting solution was allowed to stir at room temperature (2.5 hr). The reaction was diluted with ethyl acetate, washed with water (twice) and a saturated aq. NaCI solution. The organic phase was dried over sodium sulfate, filtered and concentrated. The residue was purified via FCC (10:1 Heptane/ethyl acetate to 1 :1 Heptane/ethyl acetate) to give the title compound. MS (ESI+) m/z 305.3 (M+H).

Reference： [1]Journal of Medicinal Chemistry,2019,vol. 62,p. 4656 - 4668
[2]Patent: WO2015/9977,2015,A1 .Location in patent: Page/Page column 125; 126

2
[ 4684-94-0 ]
[ 133627-45-9 ]
6-chloro-N-(2-chloro-4-methylpyridin-3-yl)picolinamide [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
46%	With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; triethylamine; In N,N-dimethyl-formamide; at 70℃; for 15h;	To a solution of <strong>[133627-45-9]3-amino-2-chloro-4-methylpyridine</strong>(60 mg, 0.4 mmol) in DMF (2.0 mL) was added HBTU (207 mg, 0.6 mmol), TEA(0.2 mL, 1.3 mmol) and 6-chloropicolinic acid (79 mg, 0.5 mmol). After stirringat 70 C for 15 h, the reaction mixture was diluted with EtOAc, washed with H2O. The organic layer was dried over MgSO4, and concentrated. The residue was purified by column (ethyl acetate/hexane = 1:1, Rf =0.46) to give the product 5j (55 mg, 46%) as a white solid; 1HNMR (300 MHz, CDCl3): delta 7.30-7.26 (q, 1H, J = 4.3 Hz), 7.49-7.47 (d, 1H,J = 0.8, 8.0 Hz ), 7.87-7.47 (t, 1H, J= 7.8 Hz), 8.17-8.15 (dd, 1H, J =0.8, 7.6 Hz), 8.30-8.26 (ddd, 1H, J =1.4, 3.6, 11 Hz), 8.37-8.35 (dd, 1H, J= 1.3, 4.7 Hz), 8.84-8.83 (d, 1H, J =2.4 Hz), 9.77 (s, 1H). 13C NMR (300 MHz, CDCl3): delta 121.3,123.7, 127.0, 127.6, 134.2, 140.4, 141.6, 145.6, 149.7, 150.1, 161.2.

Reference： [1]Bioorganic and Medicinal Chemistry Letters,2016,vol. 26,p. 140 - 144

3
[ 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

4
[ 4684-94-0 ]
[ 49851-36-7 ]
2-(2-(6-(3-(aminomethyl)phenyl)picolinamido)phenyl)acetic acid [ No CAS ]

Reference： [1]Journal of Medicinal Chemistry,2019,vol. 62,p. 4656 - 4668

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Isomers

Technical Information

? Alkyl Halide Occurrence ? Arndt-Eistert Homologation ? General Reactivity ? Grignard Reaction ? Hiyama Cross-Coupling Reaction ? Hunsdiecker-Borodin Reaction ? Kinetics of Alkyl Halides ? Kumada Cross-Coupling Reaction ? Passerini Reaction ? Preparation of Amines ? Preparation of Carboxylic Acids ? Reactions of Alkyl Halides with Reducing Metals ? Reactions of Amines ? Reactions of Carboxylic Acids ? Schmidt Reaction ? Specialized Acylation Reagents-Ketenes ? Stille Coupling ? Substitution and Elimination Reactions of Alkyl Halides ? Suzuki Coupling ? Ugi Reaction

Historical Records

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[ 4684-94-0 ]

Chlorides

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4,6-Dichloropicolinic acid

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(4,6-Dichloropyridin-2-yl)methanol

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6-Chloro-2-methylnicotinic acid

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4,6-Dichloropicolinic acid

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4-Aminopicolinic acid hydrochloride

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5-Chloro-2-picolinic acid

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[ 4021-08-3 ]

4-Methylpicolinic acid

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3-Methylpicolinic acid

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[ 4684-94-0 ]

Pyridines

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4,6-Dichloropicolinic acid

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Methyl 4,6-dichloropicolinate

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P222	Do not allow contact with air.
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P233	Keep container tightly closed.
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P261	Avoid breathing dust/fume/gas/mist/vapours/spray.
P262	Do not get in eyes, on skin, or on clothing.
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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.
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.
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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.
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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

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[ CAS No. 4684-94-0 ] {[proInfo.proName]}

Quality Control of [ 4684-94-0 ]

Related Doc. of [ 4684-94-0 ]

Product Details of [ 4684-94-0 ]

Calculated chemistry of [ 4684-94-0 ] Expand+

Physicochemical Properties

Pharmacokinetics

Lipophilicity

Druglikeness

Water Solubility

Medicinal Chemistry

Safety of [ 4684-94-0 ]

Application In Synthesis of [ 4684-94-0 ]

[ 4684-94-0 ] Synthesis Path-Upstream 1~1

[ 4684-94-0 ] Synthesis Path-Downstream 1~4

Technical Information

Related Functional Groups of [ 4684-94-0 ]

Chlorides

Carboxylic Acids

Related Parent Nucleus of [ 4684-94-0 ]

Pyridines

Precautionary Statements-General

Prevention

Response

Storage

Disposal

Physical hazards

Health hazards

Environmental hazards

Inquiry

Related Functional Groups of
[ 4684-94-0 ]

Related Parent Nucleus of
[ 4684-94-0 ]