Methanesulfonic Acid → N-(cyanomethyl)-1-[4'-(1-piperazinyl)[1,1'-biphenyl]-3-yl]-2-piperidinecarboxamide

Participants

Reaction Steps

To a solution of tert-butyl 4-[3′-(2-{[(cyanomethyl)amino]carbonyl}-1-piperidinyl)[1,1′-biphenyl]-4-yl]-1-piperazinecarboxylate (249 mg, 0.51 mmol) in dioxane (5 mL) was added methanesulfonic acid (0.1 mL, 1.5 mmol). The mixture was stirred overnight, then partitioned between EtOAc and 1 M NaOH. The organic phase was washed with brine and dried over MgSO4. Purification by flash chromatography (5% MeOH/dichloromethane with 0.5% NH4OH) gave N-(cyanomethyl)-1-[4′-(1-piperazinyl)[1,1′-biphenyl]-3-yl]-2-piperidinecarboxamide.

Provenance & Evidence