Hydrochloric Acid → HCID 54303394, compound

Participants

Reaction Steps

To a solution of 4-[1-difluoromethyl-5-(cyclopentyloxycarbonyl)amino-1H-indol-3-ylmethyl]-3-methoxy-benzoic acid methylester (0.40 grams, 0.84 mmol) in a 5:5:2 ratio of methanol tetrahydrofuran:water (24 mL) was added lithium hydroxide monohydrate (0.18 grams, 4.18 mmol). The resulting solution was stirred for 24 hours at room temperature. The reaction mixture was then acidified with 1 M hydrochloric acid (aq) and extracted with ethyl acetate. The combined organics were washed with water and brine, then dried over sodium sulfate. Concentration in vacuo gave 4-[1-difluoromethyl-5-(cyclopentyloxycarbonyl)amino-1H-indol-3-ylmethyl]-3-methoxy-benzoic acid as a white solid (0.40 grams, 1005 yield). An analytical sample was attained by recrystallization from ethyl acetate/hexanes.

Provenance & Evidence