Methyl 6-chloro-2-pyridinecarboxylate supplier

Name
6-CHLORO-2-PICOLINIC ACID METHYL ESTER
EINECS -0
CAS No. 6636-55-1
Article Data19
CAS DataBase
Density 1.295g/cm3
Solubility Slightly soluble in water.
Melting Point 93-94oC
Formula C₇H₆ClNO₂
Boiling Point 275.832oC at 760 mmHg
Molecular Weight 171.583
Flash Point 120.619oC
Transport Information
Appearance
Safety
Risk Codes
Molecular Structure
Hazard Symbols
Synonyms Picolinicacid, 6-chloro-, methyl ester (6CI,8CI);6-Chloropyridine-2-carboxylic acidmethyl ester;Methyl (6-chloropyridin-2-yl)acetate;Methyl6-chloro-2-pyridinecarboxylate;Methyl 6-chloropicolinate;NSC 51592;
PSA 39.19000
LogP 1.52160

Synthetic route

: 67-56-1
methanol

: 4684-94-0
6-chloropicolinic acid

: 6636-55-1
methyl 6-chloropicolinate

Conditions

Conditions	Yield
With thionyl chloride at 0 - 50℃; for 6.75h;	100%
Stage #1: methanol; 6-chloropicolinic acid With hydrogenchloride for 15h; Heating / reflux; Stage #2: With sodium hydroxide In water	95%
With hydrogenchloride In water at 80℃; for 48h;
With hydrogenchloride In water at 80℃; for 48h;

: 4684-94-0
6-chloropicolinic acid

: 598-99-2
Methyl trichloroacetate

: 6636-55-1
methyl 6-chloropicolinate

Conditions

Conditions	Yield
With 18-crown-6 ether; potassium carbonate at 90 - 150℃; for 2h;	83%

: 2402-78-0
2,6-dichloropyridine

: 67-56-1
methanol

: 201230-82-2
carbon monoxide

A: 5453-67-8
2,6-bis(methoxycarbonyl)pyridine

B: 6636-55-1
methyl 6-chloropicolinate

Conditions

Conditions	Yield
With triethylamine; triphenylphosphine; bis-triphenylphosphine-palladium(II) chloride at 140℃; under 37503 Torr; for 6h; methoxycarbonylation;	A 81% B n/a

...Expand

: 30062-34-1
methyl 2-hydroxy-6-pyridinecarboxylate

: 6636-55-1
methyl 6-chloropicolinate

Conditions

Conditions	Yield
With trichlorophosphate at 110℃; for 14h;	61%

: 2459-07-6
methyl pyridine-2-carboxylate

: 1984-23-2
p-nitrophenyl isocyanide

A: 6636-55-1
methyl 6-chloropicolinate

B: methyl 6-((4-nitrophenyl)carbamoyl)picolinate

C: 6-(4-nitro-phenylaminooxalyl)-pyridine-2-carboxylic acid methyl ester

Conditions

Conditions	Yield
Stage #1: methyl pyridine-2-carboxylate With fluorine In dichloromethane at -78 - -50℃; Stage #2: p-nitrophenyl isocyanide In dichloromethane at -50 - 0℃; for 4h;	A 40% B 31% C n/a

...Expand

: 4684-94-0
6-chloropicolinic acid

: 6636-55-1
methyl 6-chloropicolinate

Conditions

Conditions	Yield
With hydrogenchloride
Multi-step reaction with 2 steps 1: oxalyl dichloride / N,N-dimethyl-formamide / dichloromethane / 3 h / 20 °C 2: dichloromethane / 1.58 h / 20 °C View Scheme
Multi-step reaction with 2 steps 1: oxalyl dichloride; N,N-dimethyl-formamide / dichloromethane / 3 h / 20 °C 2: 1.5 h / 20 °C View Scheme

: 626-05-1
2,6-Dibromopyridine

: 67-56-1
methanol

: 124-38-9
carbon dioxide

A: 5453-67-8
2,6-bis(methoxycarbonyl)pyridine

B: 6636-55-1
methyl 6-chloropicolinate

Conditions

Conditions	Yield
With hydrogenchloride; n-butyllithium Yield given. Multistep reaction. Yields of byproduct given;

...Expand

: 4684-94-0
6-chloropicolinic acid

: 16045-88-8, 373-57-9
boron trifluoride methanol complex

: 6636-55-1
methyl 6-chloropicolinate

Conditions

Conditions	Yield
at 110℃; for 0.25h;

: 38195-81-2
1-oxy-pyridine-2-carboxylic acid methyl ester

A: 6636-55-1
methyl 6-chloropicolinate

B: 24484-93-3
4-Chloro-pyridine-2-carboxylic acid methyl ester

Conditions

Conditions	Yield
With trichlorophosphate at 80℃; for 17h; Yield given. Yields of byproduct given;

: 2459-07-6
methyl pyridine-2-carboxylate

: 6636-55-1
methyl 6-chloropicolinate

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: mCPBA / CH2Cl2 / 48 h / Ambient temperature 2: POCl3 / 17 h / 80 °C View Scheme

: 67-56-1
methanol

: 80099-98-5
6-chloropicolinoyl chloride

: 6636-55-1
methyl 6-chloropicolinate

Conditions

Conditions	Yield
In dichloromethane at 20℃; for 1.58333h;
at 20℃; for 1.5h;

: 6636-55-1
methyl 6-chloropicolinate

: 1012330-50-5
2-(1-(tert-butyldimethylsilyloxy)-3-(4-(phenoxymethyl)phenyl)propyl)-5-(tributylstannyl)oxazole

: 1012330-64-1
methyl 6-(2-(1-(tert-butyldimethylsilyloxy)-3-(4-(phenoxymethyl)phenyl)propyl)oxazol-5-yl)pyridine-2-carboxylate

Conditions

Conditions	Yield
tetrakis(triphenylphosphine) palladium(0) In 1,4-dioxane for 3h; Stille coupling; Heating;	95%

: 6636-55-1
methyl 6-chloropicolinate

: 4559-70-0
Diphenylphosphine oxide

: methyl 6-(diphenylphosphoryl)picolinate

Conditions

Conditions	Yield
With 1,1'-bis-(diphenylphosphino)ferrocene; palladium diacetate; potassium carbonate In N,N-dimethyl-formamide at 120℃; for 7h; Schlenk technique; Inert atmosphere;	92%

: 6636-55-1
methyl 6-chloropicolinate

: 33674-97-4
6-chloro-2-pyridinemethanol

Conditions

Conditions	Yield
Stage #1: methyl 6-chloropicolinate With lithium aluminium tetrahydride In tetrahydrofuran at -45 - 0℃; for 1.5h; Stage #2: With sodium hydroxide; water In tetrahydrofuran	91%
With sodium tetrahydroborate In ethanol at 15 - 30℃; for 6h; Inert atmosphere;

: 480-91-1
oxisoindole

: 6636-55-1
methyl 6-chloropicolinate

: methyl 6-(1-oxoisoindolin-2-yl)picolinate

Conditions

Conditions	Yield
With tris-(dibenzylideneacetone)dipalladium(0); caesium carbonate; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene In 1,4-dioxane at 80℃; Inert atmosphere; Sealed tube;	83%

: 6636-55-1
methyl 6-chloropicolinate

: 1012330-00-5
2-(3-(biphenyl-4-yl)-1-(tert-butyldimethylsilyloxy)propyl)-5-(tributylstannyl)oxazole

: 1012330-16-3
methyl 6-(2-(3-(biphenyl-4-yl)-1-(tert-butyldimethylsilyloxy)propyl)oxazol-5-yl)picolinate

Conditions

Conditions	Yield
tetrakis(triphenylphosphine) palladium(0) In 1,4-dioxane for 24h; Stille coupling; Heating;	81%

: 5308-25-8
4-ethylpiperazine

: 6636-55-1
methyl 6-chloropicolinate

: methyl 6-[4-(2-{[6-(methoxycarbonyl)pyridin-2-yl]sulfanyl}ethyl)piperazin-1-yl]pyridine-2-carboxylate

Conditions

Conditions	Yield
With sodiumsulfide nonahydrate; sodium acetate In N,N-dimethyl-formamide at 70℃; for 12h;	78%

: 6636-55-1
methyl 6-chloropicolinate

: 1012330-30-1
2-(1-(tert-butyldimethylsilyloxy)-3-(4-phenoxyphenyl)propyl)-5-(tributylstannyl)oxazole

: 1012330-44-7
methyl 6-(2-(1-(tert-butyldimethylsilyloxy)-3-(4-phenoxyphenyl)propyl)oxazol-5-yl)pyridine-2-carboxylate

Conditions

Conditions	Yield
tetrakis(triphenylphosphine) palladium(0) In 1,4-dioxane for 18h; Stille coupling; Heating;	77%

: 6636-55-1
methyl 6-chloropicolinate

: 5188-07-8
sodium thiomethoxide

: 74470-41-0
methyl 6-(methylthio)picolinate

Conditions

Conditions	Yield
In N,N-dimethyl-formamide at 20℃; for 0.5h;	72%

: 6636-55-1
methyl 6-chloropicolinate

: 1012331-08-6
2-(3-(biphenyl-4-yl)propyl)-5-(tributylstannyl)oxazole

: 1012329-80-4
C25H22N2O3

Conditions

Conditions	Yield
tetrakis(triphenylphosphine) palladium(0) In 1,4-dioxane for 24h; Stille coupling; Heating;	66%

: 6636-55-1
methyl 6-chloropicolinate

: 98142-19-9
6-chloro-pyridine-2-carboxylic acid hydrazide

Conditions

Conditions	Yield
With hydrazine hydrate In methanol at 20℃; for 0.333333h;	65%
With ethanol; hydrazine

: 6636-55-1
methyl 6-chloropicolinate

: 13737-05-8
2-trimethylstannylpyridine

: 203573-76-6
2,2'-dipyridyl-6-carboximidic acid methyl ester

Conditions

Conditions	Yield
bis-triphenylphosphine-palladium(II) chloride In N,N-dimethyl-formamide at 130℃; for 12h; Condensation;	61%

: 6636-55-1
methyl 6-chloropicolinate

: 870-46-2
t-butoxycarbonylhydrazine

: methyl 6-[1-(tert-butoxycarbonyl)hydrazino]pyridine-2-carboxylate

Conditions

Conditions	Yield
With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; caesium carbonate In toluene at 100℃; Inert atmosphere;	57%

: 4530-18-1
2-(tert-butoxycarbonylamino)-3-phenylpropionic acid

: 6636-55-1
methyl 6-chloropicolinate

: methyl 6-[1-(tert-butoxycarbonylamino)-2-phenyl-ethyl]pyridine-2-carboxylate

Conditions

Conditions	Yield
With (1,2-dimethoxyethane)dichloronickel(II); [4,4’-bis(1,1-dimethylethyl)-2,2’-bipyridine-N1,N1‘]bis [3,5-difluoro-2-[5-(trifluoromethyl)-2-pyridinyl-N]phenyl-C]iridium(III) hexafluorophosphate; caesium carbonate; 4,4'-di-tert-butyl-2,2'-bipyridine In N,N-dimethyl-formamide at 25 - 27℃; for 21h; Reagent/catalyst; Inert atmosphere; Irradiation;	57%

: 6636-55-1
methyl 6-chloropicolinate

: methyl 6-(5-methyl-2-phenyl-4-oxazolyl)methoxy-2-pyridinecarboxylate

Conditions

Conditions	Yield
Stage #1: [5-methyl-2-phenyl-1,3-oxazol-4-yl]methanol With sodium hydride In tetrahydrofuran at 1 - 30℃; Stage #2: methyl 6-chloropicolinate In tetrahydrofuran at 1 - 40℃; for 5h;	51%

: 70502-03-3
[5-methyl-2-phenyl-1,3-oxazol-4-yl]methanol

: 6636-55-1
methyl 6-chloropicolinate

: methyl 6-(5-methyl-2-phenyl-4-oxazolyl)methoxy-2-pyridinecarboxylate

Conditions

Conditions	Yield
Stage #1: [5-methyl-2-phenyl-1,3-oxazol-4-yl]methanol With sodium hydride In tetrahydrofuran at 0 - 20℃; for 0.25h; Stage #2: methyl 6-chloropicolinate In tetrahydrofuran at 40℃; for 5h;	51%

: 6636-55-1
methyl 6-chloropicolinate

: 4949-13-7
2-fluoropyrazine

: 1321427-42-2
(6-chloropyridin-2-yl)(3-fluoropyrazin-2-yl)methanone

Conditions

Conditions	Yield
Stage #1: 2-fluoropyrazine With 2,2,6,6-tetramethyl-piperidine; n-butyllithium In tetrahydrofuran at -78 - 0℃; Inert atmosphere; Stage #2: methyl 6-chloropicolinate In tetrahydrofuran at -78 - -70℃;	46%

: 6636-55-1
methyl 6-chloropicolinate

: 811-98-3
d(4)-methanol

: ([2H3]methyl)-6-([2H3]methoxy)picolinate

Conditions

Conditions	Yield
With potassium tert-butylate at 20 - 50℃; for 43h;	41.6%

: 6636-55-1
methyl 6-chloropicolinate

: 75-05-8
acetonitrile

: 1316122-47-0
3-(6-chloro-pyridin-2-yl)-3-oxo-propionitrile

Conditions

Conditions	Yield
With sodium hydride In toluene; mineral oil at 65℃; for 24h; Inert atmosphere;	40%
With sodium hydride In toluene; mineral oil at 65℃; for 24h; Inert atmosphere;	40%

: 6636-55-1
methyl 6-chloropicolinate

: 71-36-3
butan-1-ol

: 83282-26-2
6-n-butoxy-2-pyridinecarboxylic acid

Conditions

Conditions	Yield
Stage #1: methyl 6-chloropicolinate; butan-1-ol With sodium hexamethyldisilazane at 130℃; for 48h; Heating / reflux; Stage #2: With hydrogenchloride; water at 0℃;

: 808134-96-5
1-[(tert-butyldimethylsilyl)oxy]-1-(oxazol-2-yl)-7-phenylheptane

: 6636-55-1
methyl 6-chloropicolinate

: 935265-52-4
methyl 6-(2-(1-(tert-butyldimethylsilyloxy)-7-phenylheptyl)oxazol-5-yl)picolinate

Conditions

Conditions	Yield
Stage #1: 1-[(tert-butyldimethylsilyl)oxy]-1-(oxazol-2-yl)-7-phenylheptane With tert.-butyl lithium Stage #2: With tributyltin chloride Stage #3: methyl 6-chloropicolinate; tetrakis(triphenylphosphine) palladium(0) In 1,4-dioxane for 24h; Stille coupling; Heating; Further stages.;	975 mg

Methyl 6-chloro-2-pyridinecarboxylate Chemical Properties

Molecular structure of Methyl 6-chloro-2-pyridinecarboxylate (CAS NO.6636-55-1) is:

Product Name: Methyl 6-chloro-2-pyridinecarboxylate
CAS Registry Number: 6636-55-1
IUPAC Name: methyl 6-chloropyridine-2-carboxylate
Molecular Weight: 171.58104 [g/mol]
Molecular Formula: C₇H₆ClNO₂
XLogP3-AA: 2
H-Bond Donor: 0
H-Bond Acceptor: 3
Melting Point: 93-94°C
Molar Volume: 132.5 cm³
Surface Tension: 44.4 dyne/cm
Density: 1.294 g/cm³
Flash Point: 120.6 °C
Enthalpy of Vaporization: 51.43 kJ/mol
Boiling Point: 275.8 °C at 760 mmHg
Vapour Pressure: 0.00498 mmHg at 25°C
Product Categories: Picolinic acid series

Methyl 6-chloro-2-pyridinecarboxylate Specification

Methyl 6-chloro-2-pyridinecarboxylate , its cas register number is 6636-55-1. It also can be called 2-Pyridinecarboxylicacid, 6-chloro-, methyl ester ; 6-Chloro-2-pyridinecarboxylic acid methyl ester ; 6-Chloropicolinic acid methyl ester .

Product Name

6-CHLORO-2-PICOLINIC ACID METHYL ESTER

Synthetic route

Methyl 6-chloro-2-pyridinecarboxylate Chemical Properties

Methyl 6-chloro-2-pyridinecarboxylate Specification

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