Water → HCID 178468906, compound

Participants

Reaction Steps

A mixture of ethyl 3-[(trans-4-aminocyclohexyl)amino]-4-cyanobenzoate (0.490 g, 0.96 mmol), potassium carbonate (0.66 g, 4.78 mmol) and 1,5 dibromopentane (0.130 mL, 0.96 mmol) was stirred in dimethylformamide (10 mL) at room temperature for 48 h. Water (20 mL) was then added to the mixture, and the water phase was extracted with dichloromethane (2×30 mL). The combined organic layers were dried over sodium sulfate, filtered and concentrated. The residue was purified by silica gel column chromatography using methanol in dichloromethane (5% to 10%) to afford ethyl 4-cyano-3-[(trans-4-piperidin-1-ylcyclohexyl)amino]benzoate (0.145 g, 43% yield). MS (EI) for C21H29N3O2: 356 (MH+).

Provenance & Evidence