tert-Butyl 4-oxopiperidine-1-carboxylate → HCID 59025402, compound

Participants

Reaction Steps

(3aS,7aS)-1-methyl-3-piperidin-4-yloctahydro-2H-benzimidazol-2-one (1.13 g, 4.75 mmol) was dissolved in MeOH (10 mL) and tert-butyl 4-oxopiperidine-1-carboxylate (1 g, 5.02 mmol) was then added. A solution containing sodium cyanoborohydride (0.49 g, 7.10 mmol) and ZnCl2 (0.38 g, 2.79 mmol) in MeOH (2 mL) was added and the mixture and stirred at room temperature overnight. The solvent was then removed under reduced pressure and the residue was dissolved in dichloromethane (150 mL). Organic layer was washed with 1N NaOH (10 mL) and brine (5 mL), dried and concentrated in vacuo. The residue was purified by column chromatography (dichloromethane-MeOH gradient) to provide the title compound as a white solid (1.6 g, 80%). MS (M+1): 421.4.

Provenance & Evidence