Nitrogen mustard hydrochloride → 3-bromo-7-(4-methylpiperazin-1-yl)-9H-carbazole-1-carboxamide

Participants

Reaction Conditions

Reaction Steps

7-Amino-3-bromo-9H-carbazole-1-carboxamide 470B (250 mg, 0.822 mmol), 2-chloro-N-(2-chloroethyl)-N-methylethanamine hydrochloride, Mechlorethamine HCl (316 mg, 1.644 mmol) and sodium carbonate (436 mg, 4.11 mmol) were mixed in t-BuOH (5 mL) in a sealed microwave vial. The vial was degassed and filled with N2. The mixture was heated at 80° C. for 16 hrs in an oil bath. 6 ml of DMF was added to the mixture and the mixture was heated in microwave at 160° C. for 1 hr. The mixture was concentrated and purified using preparative HPLC to give titled product. MS (ESI) m/z 387.04 (M+H)+.

Provenance & Evidence