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METHYL 2-PYRIDYLACETATE

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Products Intro: Product Name:Methyl 2-Pyridylacetate
CAS:1658-42-0
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CAS:1658-42-0
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Products Intro: Product Name:Methyl 2-pyridineacetate
CAS:1658-42-0
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METHYL 2-PYRIDYLACETATE manufacturers

METHYL 2-PYRIDYLACETATE Basic information
Product Name:METHYL 2-PYRIDYLACETATE
Synonyms:Methyl 2-pyridylacetate,98%;NSC 72093;methyl 2-(pyridin-2-yl)acetate;Pyridin-2-yl-aceticacidMethylester;Methyl pyridine-2-acetate;Methyl 2-Pyridineacetate 2-Pyridineacetic Acid Methyl Ester 2-Pyridylacetic Acid Methyl Ester;2-PYRIDINEACETIC ACID METHYL ESTER;2-PYRIDYLACETIC ACID METHYL ESTER
CAS:1658-42-0
MF:C8H9NO2
MW:151.16
EINECS:216-759-8
Product Categories:C7 and C8;Heterocyclic Building Blocks;Pyridines;Heterocyclic Compounds;pyridine;Building Blocks;C8;Chemical Synthesis;Heterocyclic Building Blocks
Mol File:1658-42-0.mol
METHYL 2-PYRIDYLACETATE Structure
METHYL 2-PYRIDYLACETATE Chemical Properties
Boiling point 103 °C/0.5 mmHg (lit.)
density 1.119 g/mL at 25 °C (lit.)
refractive index n20/D 1.506(lit.)
Fp >230 °F
storage temp. Inert atmosphere,Room Temperature
pka4.35±0.12(Predicted)
form clear liquid
color Light yellow to Amber to Dark green
InChI1S/C8H9NO2/c1-11-8(10)6-7-4-2-3-5-9-7/h2-5H,6H2,1H3
InChIKeyORAKNQSHWMHCEY-UHFFFAOYSA-N
SMILESCOC(=O)Cc1ccccn1
CAS DataBase Reference1658-42-0
Safety Information
Hazard Codes Xi
Risk Statements 36/37/38
Safety Statements 26-37/39
WGK Germany 3
HS Code 29333990
Storage Class10 - Combustible liquids
Hazard ClassificationsEye Irrit. 2
Skin Irrit. 2
STOT SE 3
MSDS Information
ProviderLanguage
SigmaAldrich English
METHYL 2-PYRIDYLACETATE Usage And Synthesis
Chemical PropertiesClear yellow liquid
Synthesis
Methanol

67-56-1

2-Pyridylacetic acid hydrochloride

16179-97-8

METHYL 2-PYRIDYLACETATE

1658-42-0

The general procedure for the synthesis of methyl 2-pyridylacetate from methanol and 2-pyridylacetic acid hydrochloride was as follows: the target compound was prepared by referring to literature methods. 2.00 g of 2-pyridine acetic acid hydrochloride (11.5 mmol, 1.00 eq.) was added to a round-bottom flask with 14 mL of methanol. The reaction system was cooled to 0 °C and 2.90 mL of trimethylchlorosilane (23.0 mmol, 2.00 eq.) was slowly added dropwise. After the dropwise addition, the reaction mixture was gradually warmed to room temperature and stirred overnight. After completion of the reaction, the solvent was removed by rotary evaporator under reduced pressure. The residual solid was neutralized by slowly adding 40 mL of saturated aqueous sodium bicarbonate solution to the residual solid. Subsequently, the aqueous phase was extracted with dichloromethane (4 x 40 mL), and the organic phase was combined and dried over anhydrous sodium sulfate. After filtration, the organic phase was concentrated under reduced pressure to afford the crude product methyl 2-pyridylacetate (1.73 g, 11.47 mmol, quantitative yield) as a clear oil. The structure of the product was confirmed by comparing the spectral data of the compound with data reported in the literature.

References[1] Tetrahedron, 2011, vol. 67, # 24, p. 4435 - 4441
[2] Patent: WO2017/87667, 2017, A1. Location in patent: Paragraph 0069
[3] Journal of the American Chemical Society, 2015, vol. 137, # 32, p. 10246 - 10253
[4] Journal of Organic Chemistry, 2001, vol. 66, # 20, p. 6595 - 6603
Tag:METHYL 2-PYRIDYLACETATE(1658-42-0) Related Product Information
2,6-Pyridinedicarbonitrile pyridine-3-sulfonyl chloride PYRIDINE-2,4-DICARBONITRILE METHYL 2-PYRIDYLACETATE Ethyl 2-pyridylacetate METHYL 4-PYRIDYLACETATE 2-Pyridylacetic acid DIETHYL 2-(8-HYDROXYQUINOLIN-2-YL)MALONATE DIMETHYL 2-(3-NITRO-2-PYRIDYL)MALONATE 2-(2-ETHOXY-2-OXOETHYL)NICOTINIC ACID DIETHYL 2-[3-CHLORO-5-(TRIFLUOROMETHYL)-2-PYRIDINYL]MALONATE METHYL 4-PYRIDYLACETATE HYDROCHLORIDE 4-(4-CHLOROPHENYL)-3-[3-CHLORO-5-(TRIFLUOROMETHYL)-2-PYRIDINYL]-5-[(4-NITROPHENYL)METHYLENE]-2(5H)-FURANONE DIETHYL 2-[5,7-BIS(TRIFLUOROMETHYL)[1,8]NAPHTHYRIDIN-2-YL]MALONATE 2-(4-CHLOROPHENYL)-2-OXOETHYL 2-[3-CHLORO-5-(TRIFLUOROMETHYL)-2-PYRIDINYL]PROPANOATE BENZYL 2-[3-CHLORO-5-(TRIFLUOROMETHYL)-2-PYRIDINYL]PROPANOATE RARECHEM AK ML 0005 4-(4-CHLOROPHENYL)-3-[3-CHLORO-5-(TRIFLUOROMETHYL)-2-PYRIDINYL]-5-[(2,4-DICHLOROPHENYL)METHYLENE]-2(5H)-FURANONE

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