5-Methoxy-nicotinic acid

29681-46-7

20826-03-3

General procedure for the synthesis of 5-methoxynicotinic acid from methyl 5-methoxypyridine-3-carboxylate: 2 M aqueous NaOH solution (3 mL) was added to a mixed solution of THF (4 mL) and methanol (4 mL) containing methyl 5-methoxynicotinate (300 mg, 1.79 mmol). The reaction mixture was stirred at room temperature for 14 hours. After completion of the reaction, the solvent was removed by distillation under reduced pressure. The residue was diluted with distilled water (20 mL) and the pH of the aqueous phase was subsequently adjusted to 6 with 2 M aqueous HCl. The aqueous phase was extracted with dichloromethane (20 mL x 3), the organic phases were combined and washed with saturated saline (10 mL x 2), dried over anhydrous sodium sulfate, and concentrated to give the title compound, 5-methoxynicotinic acid, as a white solid (230 mg, 84% yield).LC-MS analysis Results: retention time 0.36 min; m/z 154.1 [M+H]+.