ChemicalBook CAS DataBase List 2-Chloro-5-methylpyridine-3-carboxylic acid

2-Chloro-5-methylpyridine-3-carboxylic acid synthesis

4synthesis methods

Product Name:2-Chloro-5-methylpyridine-3-carboxylic acid
CAS Number:66909-30-6
Molecular formula:C7H6ClNO2
Molecular Weight:171.58

65169-43-9 Synthesis

2-CHLORO-5-METHYL-NICOTINIC ACID METHYL ESTER

65169-43-9
67 suppliers
$49.00/100mg

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

66909-30-6
116 suppliers
$8.00/250mg

Yield: 94%

Reaction Conditions:

with methanol;sodium hydroxide;water at 20; for 2 h;

Steps:

32
INTERMEDIATE 322-Chloro-5-methylnicotinic acid; Intermediate 31 (0.38g, 1.81mmol) was dissolved in MeOH (2ml) and 2N NaOH solution was added (1.81ml, 3.62mmol) and the mixture stirred at room temperature for 2 hours. The reaction mixture was concentrated to dryness and the residue redissolved in EtOAc/ water. The organic layer was separated, dried over magnesium sulphate and concentrated in vacuum to yield the desired product as a white solid. Yield=94% LRMS: m/z 172 (M+1 )⁺ Retention time: 3.25min ¹H NMR (200 MHz, DMSO-D₆) δ ppm: 2.2 (s, 3 H); 7.6 (d, ?7=2.53 Hz, 1 H); 8.0 (d, J=2.53 Hz, 1 H)

References:

LABORATORIOS ALMIRALL, S.A. WO2008/77639, 2008, A1 Location in patent:Page/Page column 26-27