Sodium Hydroxide → 3-[5-(5-{3-Chloro-4-[(1-methylethyl)oxy]phenyl}-1,2,4-oxadiazol-3-yl)-1H-indazol-1-yl]-2,2-dimethylpropanoic acid

Participants

Reaction Conditions

Reaction Steps

To a solution of ethyl 3-[5-(5-{3-chloro-4-[(1-methylethyl)oxy]phenyl}-1,2,4-oxadiazol-3-yl)-1H-indazol-1-yl]-2,2-dimethylpropanoate (D100) (85 mg, 176 mmol) in THF (2 ml) at room temperature was added NaOH (2N in H2O, 440 μl, 880 mmol) and the resulting mixture was stirred at 50° C. overnight. NaOH (2N in H2O, 440 μl, 880 mmol) and THF (2 ml) were added and the resulting mixture stirred at 80° C. for two nights then cooled to room temperature. Most of THF was removed in vacuo and the resulting aqueous phase was acidified to pH 3. The precipitate formed was filtered off and washed with H2O then dried at 60° C. under vacuum to give the title compound (73 mg, 91%) as a white solid. MS (ES): C23H23ClN4O4 requires 454; found (MH+) 455.

Provenance & Evidence