1-Methylpiperazine → HCID 10120275, compound

Participants

Reaction Steps

10-[4-(3,4-Dihydro-naphthalen-1-yl)-3-methyl-benzoyl]-10,11-dihydro-5H-pyrrolo [2,1-c][1,4]benzodiazepine-3-carboxylic acid of Step B (0.150 g, 0.316 mmol), N-methyl piperazine (0.042 mL, 0.379 mmol), 1-hydroxy benzotriazole (0.047 g, 0.348 mmol) and 1-[3-dimethylamino)propyl]-3-ethylcarbodiimide hydrochloride (0.067 g, 0.348 mmol) were combined in amine-free N,N-dimethylformamide (1.3 mL), followed by addition of N,N-diisopropylethyl amine (0.083 mL, 0.474 mmol). The reaction was stirred at room temperature for 12 hours, then diluted with ethyl acetate and washed with water, saturated aqueous sodium bicarbonate and brine. The combined aqueous washings were saturated with sodium chloride and extracted with ethyl acetate. The combined organic phases were dried over anhydrous magnesium sulfate, filtered and concentrated. The residue was purified by flash column chromatography on silica gel eluting with 5% methanol in chloroform to afford the title compound (0.170 g) as a white solid.

Provenance & Evidence