Hydrochloric Acid → 6-[(3-Butyl-5-methyl-isoxazol-4-ylmethyl)-amino]-nicotinic acid

Participants

Reaction Steps

To a suspension of 6-[(3-butyl-5-methyl-isoxazol-4-ylmethyl)-amino]-nicotinic acid methyl ester (1.09 g, 4.0 mmol) in THF (11 mL) was added a solution of lithium hydroxide monohydrate (302 mg, 7.0 mmol) in water (11 mL) and methanol (11 mL). The resulting mixture was stirred at room temperature overnight. The mixture was acidified to pH 4 with HCl (1 N) and the resulting mixture diluted with diethylether. The aqueous phase was removed and the organic phase triturated with hexane-diethylether to afford the title compound (910 mg, 87%) which was obtained as a white solid. MS: m/e=288.4 [M−H]−.

Provenance & Evidence