Hydrochloric Acid → HCID 21074235, compound

Participants

Reaction Steps

Methyl 6-[(3,5-di-acetoxybenzoyl)amino]-3-pyridinecarboxylate (6 g, 16.1 mM) was stirred at ambient temperature in THF (50 ml) and sodium methoxide solution (14.8 ml of 25% in methanol, 64.4 mM) added slowly. The resultant solution was stirred for one hour, poured into 1M hydrochloric acid and the pH adjusted to pH=4 with sodium bicarbonate solution, extracted with ethyl acetate, extracts combined, washed with brine and dried over anhydrous magnesium sulphate. The solvent was removed by distillation under reduced pressure to give a yellow solid. This solid was triturated with hot methanol, filtered, to give methyl 6-[(3,5-dihydroxybenzoyl)amino]-3-pyridinecarboxylate as a pale yellow solid (3.51 g, 77%); H1 NMR δ (d6-DMSO) 3.85 (3H s) 6.41 (1H s) 6.80 (2 H d)8.28 (2 Hm)8.85 (1 Hd)9.52 (2 H s)

Provenance & Evidence