反应详情

2N HCl/ether (4 mL) was added to a stirred solution of (3-{[2-(2,6-dioxo-piperidin-3-yl)-1-oxo-2,3-dihydro-1H-isoindol-4-ylmethyl]-carbamoyl}-propyl)-carbamic acid t-butyl ester (1 g, 2.2 mmol) in DMF (20 mL). The mixture was stirred at room temperature for 7 days. The mixture was diluted with CH2Cl2 (20 mL) and filtered to give 4-amino-N-[2-(2,6-dioxo-piperidin-3-yl)-1-oxo-2,3-dihydro-1H-isoindol-4-ylmethyl]-butyramide hydrochloride (0.8 g, 87%) as a white solid: mp 268-270° C.; 1H NMR (DMSO-d6) δ 1.74-1.86 (m, 2H, CH2), 2.00-2.04 (m, 1H), 2.24-2.79 (m, 6H), 2.86-2.98 (m, 1H), 4.32-4.39 (m, 3H), 4.49 (d, J=17.5 Hz, 1H), 5.10-5.18 (dd, J=5.0 and 12.5 Hz, 1H, CH), 7.49-7.64 (m, 3H, Ar), 8.01 (b, 3H, NH3), 8.61 (t, J=5.0 Hz, 1H, NH), 11.01 (s, 1H, NH); 13C NMR (DMSO-d6) δ 22.59, 23.10, 31.18, 31.87, 38.40, 38.98, 46.20, 51.57, 121.64, 128.28, 130.64, 131.63, 134.61, 140.09, 168.03, 170.99, 171.37, 172.85; Anal. calcd. for C18H23N4O4Cl: C, 54.75; H, 5.87; N, 14.19; Cl, 8.98. Found: C, 54.50; H, 5.81; N, 13.90; Cl, 8.92.

1. filtrationfiltered