2-Chloro-5-methylpyridine-3-carboxylic acid Chemical Properties

Melting point:

199 °C

Boiling point:

331.2±37.0 °C(Predicted)

Density 

1.390±0.06 g/cm3(Predicted)

storage temp. 

under inert gas (nitrogen or Argon) at 2-8°C

pka

2.10±0.25(Predicted)

form 

solid

Appearance

White to off-white Solid

Safety Information

Hazard Codes 

Xn

Risk Statements 

22

WGK Germany 

3

HazardClass 

IRRITANT

HS Code 

2933399990

2-Chloro-5-methylpyridine-3-carboxylic acid Usage And Synthesis

Synthesis

General procedure for the synthesis of 2-chloro-5-methylnicotinic acid from 2-chloro-5-methylnicotinic acid methyl ester: Intermediate 31 (2-chloro-5-methylnicotinic acid methyl ester, 0.38 g, 1.81 mmol) was dissolved in methanol (2 ml) and 2N sodium hydroxide solution (1.81 ml, 3.62 mmol) was added. The reaction mixture was stirred at room temperature for 2 hours. After completion of the reaction, the mixture was concentrated to dryness and the residue was redissolved in ethyl acetate/water. The organic layer was separated, dried over magnesium sulfate and subsequently concentrated in vacuum to afford the target product 2-chloro-5-methylnicotinic acid as a white solid in 94% yield.LRMS: m/z 172 (M + 1)+; retention time: 3.25 min.1H NMR (200 MHz, DMSO-D6) δppm: 2.2 (s, 3H); 7.6 (d, J = 2.53 Hz , 1H); 8.0 (d, J = 2.53 Hz, 1H).

References

[1] Patent: WO2008/77639, 2008, A1. Location in patent: Page/Page column 26-27

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