Hydrochloric Acid → HCID 178492386, compound

Participants

Reaction Steps

To 487 mg (0.83 mmol) of 2-[3-(1-tert-butoxycarbonyl-1H-indazol-3-ylmethyl)-2,4-dioxo-5-pyridin-4-yl-2,3,4,5-tetrahydrobenzo[b][1,4]diazepin-1-yl]-N-isopropyl-N-(4-methoxy-phenyl) acetamide, prepared as in Intermediate 76, is added 8 mL of a 4N solution of HCl in dioxane. The reaction is stirred overnight at RT. The reaction is concentrated, then purified by silica gel flash column chromatography (gradient 3:1-4:1 ethyl acetate:hexanes) to afford 245 mg of the title compound as an oil. This oil is triturated with hexane/ethyl acetate to afford a white powder: 1H NMR (CDCl3, 400 MHz) δ8.56 (s, br, 2H), 7.82 (d, 1H, J=8.0), 7.39-7.29 (m, 6H) 7.17-7.10 (m, 3H) 6.93 (dd, 2H, J=2.1,8.5) 4.93 (m, 1H), 4.39 (d, br, 1H, J=16.1) 4.25-4.19 (m, 2H) 3.82 (s, 3H) 3.77 (m, 1H) 3.58 (dd, 1H, J=5.8, 16.2) 1.02 (dd, 6H, J=3.9, 6.6); low resolution MS (FAB)m/e 589 (MH+).

Provenance & Evidence