反应详情

A solution of 2-(2-oxo-3-phenylpiperidin-1-yl)acetic acid (Example 91D, 0.050 g, 0.214 mmol), 1-(2,4-dichlorobenzyl)piperazine (0.058 g, 0.236 mmol) and N1-((ethylimino)methylene)-N3,N3-dimethylpropane-1,3-diamine hydrochloride (0.062 g, 0.322 mmol) in dichloromethane (0.5 mL) was allowed to stir at ambient temperature. After stirring overnight, the reaction was loaded directly onto a SF10-8 silica gel column (Analogix®, Burlington, Wis.), and the title compound was eluted using a gradient of 5% to 100% ethyl acetate/hexanes over 20 minutes, maintaining 100% ethyl acetate for an additional 5 minutes (flow=20 mL/minute). 1H NMR (300 MHz, CDCl3) δ ppm 7.36-7.42 (m, 2H), 7.17-7.34 (m, 6H), 4.45 (d, J=15.5 Hz, 1H), 4.05 (d, J=15.5 Hz, 1H), 3.71 (dd, J=7.7, 6.0 Hz, 1H), 3.64 (t, J=4.9 Hz, 2H), 3.58 (s, 2H), 3.53-3.61 (m, 1H), 3.46-3.51 (m, 2H), 3.39-3.48 (m, 1H), 2.48-2.52 (m, 4H), 2.17-2.27 (m, 1H), 1.95-2.08 (m, 2H), 1.80-1.91 (m, 1H); MS (ESI+) m/z 460 (M+H)+.

1. stirringAfter stirring overnight
2. washthe title compound was eluted
3. customover 20 minutes
4. temperaturemaintaining 100% ethyl acetate for an additional 5 minutes (flow=20 mL/minute)