Ethyl 4-oxo-1-piperidinecarboxylate → HCID 23627925, compound

Participants

Reaction Steps

To a solution of cis-(+/−)-1-piperidin-4-yloctahydro-2H-benzimidazol-2-one hydrochloride salt (150 mg, 0.58 mmol) in 5 mL MeOH was added ethyl 4-oxopiperidine-1-carboxylate (119 mg, 0.69 mmol) and potassium acetate (1 eq). The mixture was stirred at room temperature for 30 min and sodium cyanoborohydride (182 mg, 2.90 mmol) was added. The mixture was stirred at room temperature overnight and concentrated in vacuo. The residue was dissolved in 20 mL DICHLOROMETHANE, and was washed with water. Organic layer was dried over MgSO4, filtered and concentrated in vacuo. The crude was purified by High pH prep-LCMS to afford the desired racemic mixture as white solid (102 mg, 46%). MS (M+1): 379.3

Provenance & Evidence