Sodium Hydroxide → [2-(4-Chloro-phenyl)-2H-indazol-3-yl]-cyclohexyl-acetic acid

Participants

Reaction Steps

A solution of [2-(4-chloro-phenyl)-2H-indazol-3-yl]-cyclohexyl-acetic acid ethyl ester (9 mg, 23 μmol) in MeOH (0.5 ml) and 4 N aqueous NaOH (90 μl, 345 μmol) was heated for 14 h under reflux conditions. The solvent was removed under reduced pressure, ice water/1 N aqueous NaOH solution/TBME 1/1/2 was added and the layers were separated. The aqueous layer was extracted one more time with TBME. The aqueous layer was acidified with 1 N aqueous HCl solution and extracted two times with iPrOAc. The combined extracts were washed with ice water/brine 1/1 and dried over Na2SO4. After filtration the solvent was removed under reduced pressure to give the title compound (10 mg; quant.) as off-white solid which was sufficiently pure to be used in the next step. MS: m/e=369.1 [M+H+].

Provenance & Evidence