N-(3-tert-butoxycarbonylaminopropyl)-4-cyano-4-(o-tolyl)piperidine → N-(3-aminopropyl)-4-cyano-4-(o-tolyl)piperidine

Participants

Reaction Steps

A solution of 25 (7.90 g, 22.0 mmol) in ethyl acetate (200 mL) was cooled to 0° C. and treated with sat'd HCl/EtOAc solution (200 mL). The mixture was stirred at room temperature (1 h). The solvent was partially removed in vacuo and the mixture diluted with ethyl acetate and sodium carbonate solution. The aqueous layer was extracted with two additional portions of ethyl acetate and three portions of dichloromethane. The combined organic extracts were washed with brine, dried over Na2SO4, and concentrated under reduced pressure to afford the title compound (26). The crude product was used directly.

Provenance & Evidence