Citric Acid → 3-(1-(4-fluorophenyl)-1H-indazol-5-yl)-2,2-dimethyl-4-phenylbutanoic acid

Participants

Reaction Conditions

Reaction Steps

A mixture of methyl 3-(1-(4-fluorophenyl)-1H-indazol-5-yl)-2,2-dimethyl-4-phenylbutanoate (210 mg, 0.50 mmol), lithium hydroxide monohydrate (80 mg, 1.9 mmol), water (3 mL), and dioxane (6 mL) was stirred at 90° C. for 24 hr under nitrogen. The reaction mixture was cooled to rt before diethyl ether (20 mL) was added. The ether layer was reextracted with water (2×3 mL). The combined aqueous solutions were acidified with aqueous 10% citric acid solution and extracted with ethyl acetate (3×6 mL). The combined ethyl acetate extracts were dried (Na2SO4) and concentrated to give 3-(1-(4-fluorophenyl)-1H-indazol-5-yl)-2,2-dimethyl-4-phenylbutanoic acid (200 mg, 0.50 mmol, 100% yield) as a solid.

Provenance & Evidence