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16830-24-3

16830-24-3 Structure

16830-24-3 Structure
IdentificationBack Directory
[Name]

2-methyl-4-pyridinecarboxylic acid methyl ester
[CAS]

16830-24-3
[Synonyms]

Methyl 2-Methylisonicotinate
METHYL 2-METHYLISONICOTINIC ACID
2-Methylisonicotinicacid methylester
2-methyl-4-pyridinecarboxylic acid methyl ester
2-Methylpyridine-4-carboxylic acid methyl ester
4-Pyridinecarboxylic acid, 2-Methyl-, Methyl ester
4-Pyridinecarboxylicacid,2-methyl-,methylester(9CI)
[Molecular Formula]

C8H9NO2
[MDL Number]

MFCD09991707
[MOL File]

16830-24-3.mol
[Molecular Weight]

151.16
Chemical PropertiesBack Directory
[Boiling point ]

108-110 °C(Press: 19 Torr)
[density ]

1.104±0.06 g/cm3(Predicted)
[storage temp. ]

Inert atmosphere,Room Temperature
[pka]

3.84±0.10(Predicted)
[Appearance]

Yellow to brown Liquid
Safety DataBack Directory
[Symbol(GHS) ]


GHS07
[Signal word ]

Warning
[Hazard statements ]

H302-H315-H319-H335
[Precautionary statements ]

P261-P305+P351+P338
[HS Code ]

2933399990
Spectrum DetailBack Directory
[Spectrum Detail]

2-methyl-4-pyridinecarboxylic acid methyl ester(16830-24-3)1HNMR
Hazard InformationBack Directory
[Synthesis]

Methyl 2-chloro-6-methylpyridine-4-carboxylate

3998-90-1

2-methyl-4-pyridinecarboxylic acid methyl ester

16830-24-3

Methyl 2-chloro-6-methylpyridine-4-carboxylate (15.0 g, 80.8 mmol) was added with 10% palladium carbon catalyst (50% water, 5.00 g) and triethylamine (22.5 mL, 162 mmol) in N,N-dimethylformamide (200 mL). The reaction was stirred for 15 hours at room temperature under hydrogen atmosphere. After completion of the reaction, the catalyst was removed by filtration and the solvent was removed by distillation under reduced pressure. The resulting crude product was purified by silica gel column chromatography with the eluent ethyl acetate:methanol (100:0 to 50:1) to afford methyl 2-methylpyridine-4-carboxylate (14.8 g, 61% yield) as an oil.1H NMR (CDCl3) δ: 2.64 (3H, s), 3.95 (3H, s), 7.64 (1H, dd, J = 5.2, 0.8 Hz), 7.72 (1H, s), 8.65 (1H, d, J = 4.7 Hz).

[References]

[1] Bioorganic and Medicinal Chemistry, 2018, vol. 26, # 3, p. 647 - 660
[2] Patent: US5962458, 1999, A
[3] Patent: US6362336, 2002, B1. Location in patent: Example 63
[4] Helvetica Chimica Acta, 1955, vol. 38, p. 1046,1058
[5] Bulletin de la Societe Chimique de France, 1958, p. 687,691
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