4-Phenylpiperidine → HCID 66650798, compound

Participants

Reaction Steps

2-(4-Methylpiperazin-1-yl)ethyl 4-nitrophenyl carbonate (Intermediate 4; 680 mg, 2.2 mmol) was dissolved in DMF (20 mL). DIPEA (0.52 mL, 3.0 mmol) and 4-phenylpiperidine (322 mg, 2.0 mmol) were added and the reaction mixture was stirred at room temperature for 65 hours and then concentrated in vacuo. The residue was dissolved in EtOAc (40 mL) and washed with 1 M aq Na2CO3 solution (6×50 mL), dried (MgSO4) and concentrated in vacuo. The crude product was purified by reverse phase column chromatography (gradient eluting with MeOH in water, with 1% formic acid in each solvent, 0-30%) to give 2-(4-methylpiperazin-1-yl)ethyl 4-phenylpiperidine-1-carboxylate formate (330 mg, 42%) as a yellow oil.

Provenance & Evidence