反应详情

Following general procedure 13B, 3-(4-ethoxyphenyl)propanoic acid (0.0409 g, 0.211 mmol), HATU (0.0801 g, 0.211 mmol), DIPEA (0.050 mL, 0.29 mmol), and 3-amino-4-[(cyclopropylmethyl)amino]-N,N-diethylbenzamide (0.0500 g, 0.191 mmol) were combined. The crude product was purified by column chromatography (19:1 CH2Cl2:MeOH) to provide the title compound (0.0457 g, 57%). 1H-NMR (CD3OD): δ 7.64 (s, 1H), 7.55 (d, 8.4 Hz, 1H), 7.27 (d, J=8.4 Hz, 1H), 7.08 (d, J=8.4 Hz, 2H), 6.77 (d, J=8.4 Hz, 2H), 3.97 (d, J=7.2 Hz, 2H), 3.95 (q, J=6.8 Hz, 2H), 3.57 (br s; 2H), 3.34 (br s, 2H), 3.23-3.07 (m, 4H), 1.34 (t, J=6.4 Hz, 3H), 1.36–1.02 (overlapping 2×br s and m, 7H), 0.55–0.46 (m, 2H), 0.40–0.32 (m, 2H). 13C-NMR (CD3OD): δ 174.08, 159.08, 157.72, 142.60, 136.95, 133.70, 132.03, 130.46, 121.97, 117.21, 115.59, 111.83, 64.41, 48.69, 45.15, 40.98, 34.38, 30.54, 15.18, 14.43, 13.12, 12.15, 4.54. MS (ESI) (M+H)+=420. The HCl salt was prepared using HCl in Et2O. A white solid was obtained after lyophilization. Anal. Calcd for C26H33N3O2.1.0HCl.0.8H2O: C, 66.38; H, 7.63; N, 8.93. Found: C, 66.35; H, 7.60; N, 8.81.

1. customThe crude product was purified by column chromatography (19:1 CH2Cl2:MeOH)