Hydrochloric Acid → HCID 178457884, compound

Participants

Reaction Steps

A mixture of 2-[3-(1-Tert-butoxycarbonyl-1H-indazol-3-ylmethyl)-2,4-dioxo-5-phenyl-2,3,4,5-tetrahydrobenzo[b][1,4]diazepin-1-yl]-N-isopropyl-N-(3,4-methylenedioxy-phenyl) acetamide, prepared as in Intermediate 72, (123 mg, 0.175 mmol) and 4N HCl in dioxane (1 mL) is stirred at RT for 3 h. Diethyl ether (20 mL) is added and the resultant mixture stirred vigorously for 20 min. The solids were allowed to settle and the solvent is decanted. This procedure is repeated three times and the final solid dried by concentration in vacuo to afford the titled product (106 mg) as a white solid: 1H NMR (300 MHz, CDCl3) δ7.95 (d, 1H, J=8.3), 7.68 (d, 1H, J=8.5), 7.59 (t, 1H, J=6.8), 7.2-7.5 (m, 11H), 7.12 (t, 1H, J=8.5), 6.94 (d, 1H, J=8.2), 6.84 (dd, 1H, J=15.8, 8.3), 6.03 (s, 2H), 5.00 (m, 1H, J=6.9), 4.40 (m, 1H), 4.24 (t, 2H, J=6.1), 3.92 (dd, 1H, J=16.5, 7.7), 3.83 (dd, 1H, J=16.5, 5.8), 1.08 (m, 6H); Low resolution MS (FAB) m/e 602 (M+); Tr =23.06 min (RP-HPLC, 70% A to 70% C, 30 min).

Provenance & Evidence