Pyridine → HCID 58495732, compound

Participants

Reaction Steps

Benzyl 4-(hydroxymethyl)piperidine-1-carboxylate (2.14 g, 8.57 mmol) was dissolved in dichloromethane (26 mL), to which pyridine (1.04 mL, 12.9 mmol) and p-nitrophenyl chloroformate (2.07 g, 12.9 mmol) were added, followed by stirring at room temperature for 35 minutes under a nitrogen atmosphere. Subsequently, N-methyltetrahydro-2H-pyran-4-amine hydrochloride (1.30 g, 8.57 mmol) and triethylamine (3.59 mL, 25.7 mmol) were added, followed by further stirring for 4.5 hours. Water was added to the resulting reaction liquid, and the resulting mixture was extracted with dichloromethane. The resulting organic layer was dried over sodium sulfate and the solvent was distilled off under reduced pressure. The residue thus obtained was purified by silica gel column chromatography (hexane:ethyl acetate, 100:0-50:50, V/V) to give the desired title compound (2.22 g, yield 66%).

Provenance & Evidence