Triethylamine → 5H-indolo[2,1-a][2]benzazepine-10-carboxylic acid

Participants

Reaction Steps

To a stirred solution of methyl 7H-indolo[2,1-a][2]benzazepine-10-carboxylate, 13-cyclohexyl, 6-carboxylic acid (830 mg, 2.0 mmol), 1-(methylsulfonyl)piperazine (394 mg, 2.4 mmol) and triethylamine (0.85 mL) in DMF (10 mL) was added HATU (910 mg, 2.4 mmol). The reaction mixture was stirred at rt for 2 h, diluted with H2O (˜15 mL) and the solids were collected by filtration, washed with H2O and dried under vacuum overnight to yield 7H-indolo[2,1-a][2]benzazepine-10-carboxylic acid, 13-cyclohexyl-6-[[4-(methylsulfonyl)-1-piperazinyl]carbonyl]-, methyl ester (1.08 g, 1.9 mmol, 96%) as a yellow solid. LCMS: m/e 562 (M+H)+, ret time 2.85 min, column B, 3 minute gradient.

Provenance & Evidence