Trifluoroacetic acid → HCID 11998032, compound

Participants

Reaction Steps

To a solution of tert-butyl 3-{[({10-[(2,2′-dimethyl-1,1′-biphenyl-4-yl)carbonyl]-10,11-dihydro-5H-pyrrolo[2,1-c][1,4]benzodiazepin-3-yl}carbonyl)amino]methyl}piperidine-1-carboxylate of Step A (0.42 g, 0.66 mmol) in dry dichloromethane (3 mL) was added trifluoroacetic acid (0.51 mL, 6.6 mmol) and the reaction mixture stirred at room temperature under nitrogen for 20 hours. The reaction mixture was then diluted with dichloromethane (50 mL), washed with 1 M sodium hydroxide solution (50 mL) and brine (50 mL), dried over anhydrous magnesium sulfate, filtered and concentrated in vacuo to afford a pink glass. Purification by flash chromatography using a solvent gradient of 2.5 to 10% ammonia saturated methanol in dichloromethane gave a pale yellow oil (0.31 g). Crystallization from diethyl ether (2 mL) afforded the title compound (0.19 g) as a pale yellow solid.

Provenance & Evidence