Hydrochloric Acid → HCID 10139892, compound

Participants

Reaction Steps

A mixture of 336 mg (0.7 mmol.) 4′-[[[2-[3-Cyano-phenoxy]-pyridine-3-carbonyl]-amino]-methyl]-3′-fluoro-biphenyl-3-carboxylic acid methyl ester and 0.8 mL (0.8 mmol.) 1.0 N LiOH in 20 mL tetrahydrofuran and 2 mL water was stirred at ambient temperature for 18 hours. The mixture was poured into water, acidified to pH 1 with 1N HCl, then extracted with ethyl acetate. The ethyl acetate extracts were combined, washed successively with water, brine then dried (MgSO4) and concentrated in vacuo to give a solid. Chromatography on Silica Gel eluting with methanol/dichloromethane (1:20) yielded a solid. Recrystallization from ethyl acetate/hexane afforded 280 mg 4′-[[[2-[3-cyano-phenoxy]-pyridine-3-carbonyl]-amino]-methyl]-3′-fluoro-biphenyl-3-carboxylic acid as a solid, mp 200-2° C.

Provenance & Evidence