Benzyl piperazine-1-carboxylate → Benzyl 4-[(2-oxo-3,3-diphenylpiperidin-1-yl)acetyl]piperazine-1-carboxylate

Participants

Reaction Steps

A solution of benzyl piperazine-1-carboxylate (0.196 g, 0.889 mmol), 2-(2-oxo-3,3-diphenylpiperidin-1-yl)acetic acid (0.250 g, 0.808 mmol; Example 68E) and N1-((ethylimino)methylene)-N3,N3-dimethylpropane-1,3-diamine hydrochloride (0.186 g, 0.970 mmol) were stirred together overnight in dichloromethane (5 mL). The reaction was concentrated, loaded directly onto a SF15-silica gel column (Analogix®). The product was eluted using a gradient of 5% to 100% ethyl acetate over 30 minutes to provide the title compound. 1H NMR (300 MHz, CDCl3) δ 7.46-7.07 (m, 15H), 5.15 (s, 2H), 4.22 (s, 2H), 3.75-3.30 (m, 10H), 2.73-2.53 (m, 2H), 1.85 (d, J=5.9, 2H); MS (ESI+) m/z 512.2 (M+H)+.

Provenance & Evidence