tert-Butyl 4-oxopiperidine-1-carboxylate → HCID 59025418, compound

Participants

Reaction Steps

To a solution of cis-(+/−)-1-piperidin-4-yloctahydro-2H-benzimidazol-2-one Hydrochloride salt (263 mg, 1.01 mmol) in MeOH (5 mL) was added tert-butyl 4-oxopiperidine-1-carboxylate (241 mg, 1.21 mmol). The mixture was stirred at room temperature for 30 min before sodium cyanoborohydride (95 mg, 1.52 mmol) was added. The mixture was stirred overnight at room temperature, additional amount of tert-butyl 4-oxopiperidine-1-carboxylate and sodium cyanoborohydride (1 eq each) were added and stirred at room temperature for 3 more days. MeOH was concentrated in vacuo, the residue dissolved in dichloromethane (20 mL) and washed with water. The organic layer was dried over MgSO4, filtered and concentrated in vacuo. To provide the title compound (244 mg, 59%) MS (M+1): 407.4

Provenance & Evidence