Hydrochloric Acid → 1-(2-fluoro-4-(2-(o-tolyl)-9H-benzo[f]imidazo[1,2-d]pyrido[2,3-b][1,4]diazepin-3-yl)phenyl)cyclobutanamine hydrochloride

Participants

Reaction Steps

To a solution of tert-butyl (1-(2-fluoro-4-(2-(o-tolyl)-9H-benzo[f]imidazo[1,2-d]pyrido[2,3-b][1,4]diazepin-3-yl)phenyl)cyclobutyl)carbamate (0.035 g) in dichloromethane (0.5 mL) was added 4.0 M HCl in dioxane (0.05 mL). The reaction was stirred at room temperature for 3 hours. The product was removed by filtration under reduced pressure and dried to give 1-(2-fluoro-4-(2-(o-tolyl)-9H-benzo[f]imidazo[1,2-d]pyrido[2,3-b][1,4]diazepin-3-yl)phenyl)cyclobutanamine hydrochloride as a yellow solid (0.025 g, 74% based on tris HCl salt). 1H NMR (DMSO-d6) 400 MHz δ 8.77 (br. s, 1 H), 8.73 (br. s, 3H), 8.19 (d, J=4.4 Hz, 1H), 7.91 (dd, JA=7.6 Hz, JB=1.2 Hz, 1H), (7.41 (t, J=6.8 Hz, 1H), 7.36-7.31 (m, 3H), 7.30-7.25 (m, 2H), 7.24-7.18 (m, 1H), 7.12 (t, J=7.6 Hz, 1H), 6.99 (d, J=7.2 Hz, 1H), 6.89-6.84 (m, 3H), 2.68-2.57 (m, 2H), 2.54-2.44 (m, 2H), 2.36-2.25 (m, 1H), 2.17 (s, 3H), 1.88-1.74 (m, 1H); LCMS: 488 [M+H]; Calc. for C31H26N5F.2.59HCl.1.05 dioxane: C, 62.68; H, 5.53; N, 10.38. Found C, 62.69; H, 5.67; N, 10.39.

Provenance & Evidence