7H-indolo[2,1-a][2]benzazepine-10-carboxylic acid → 7H-indolo[2,1-a][2]benzazepine-10-carboxylic acid

Participants

Reaction Conditions

Reaction Steps

To a solution of 7H-indolo[2,1-a][2]benzazepine-10-carboxylic acid, 13-cyclohexyl-3-fluoro-6-(4-morpholinylcarbonyl)-, methyl ester (125 mg, 0.249 mmol) in THF/Methanol mixture (2.0 mL/2.0 mL), 2N NaOH solution (1.0 mL) was added. The reaction mixture was heated at 90° C. under microwave condition for 10 min. Then it was concentrated and acidified with 1N HCl solution. Extracted with ethyl acetate (2×20 mL) and the organic layers were combined, dried (MgSO4) and concentrated. The residue was purified by prep HPLC to give 7H-indolo[2,1-a][2]benzazepine-10-carboxylic acid, 13-cyclohexyl-3-fluoro-6-(4-morpholinylcarbonyl)- (12 mg, 10% yield) and 5H-indolo[2,1-a][2]benzazepine-10-carboxylic acid, 13-cyclohexyl-3-fluoro-6-(4-morpholinylcarbonyl)- (15 mg, 12% yield).

Provenance & Evidence