Hydrochloric Acid → HCID 67503648, compound

Participants

Reaction Steps

To a solution of tert-butyl (1-(4-(3-phenyl-9H-benzo[f]imidazo[1,2-d]pyrido[2,3-b][1,4]diazepin-2-yl)phenyl)cyclobutyl)carbamate (0.028 g) in dichloromethane (5 mL) was added 4.0 M HCl in dioxane (0.5 mL). The reaction was stirred at room temperature for 6 hours and then diluted with ether (20 mL). The product was removed by filtration under reduced pressure and dried to give 1-(4-(3-phenyl-9H-benzo[f]imidazo[1,2-d]pyrido[2,3-b][1,4]diazepin-2-yl)phenyl)cyclobutanamine hydrochloride as a white solid (0.022 g, 77% based on tris HCl salt). M.p.: 252-258° C.; 1H NMR (DMSO-d6) 400 MHz δ 8.78 (br. s, 3 H), 8.73 (br. s, 1H), 8.11 (dd, JA=4.8 Hz, JB=1.2 Hz, 1H), 7.98 (d, J=7.6 Hz, 1H), 7.56 (d, J=8.4 Hz, 2H), 7.51 (d, J=8.8 Hz, 2H), 7.47-7.38 (m, 4H), 7.32 (d, J=8.4 Hz, 1H), 7.30-7.25 (m, 2H), 7.17 (t, J=7.6 Hz, 1H), 6.95 (d, J=7.6 Hz, 1H), 6.77 (dd, JA=7.6 Hz, JB=4.8 Hz, 1H), 2.60-2.52 (m, 4H), 2.24-2.13 (m, 1H), 1.85-1.72 (m, 1H); LCMS: 456 [M+H]; Calc. for C30H25N5.3.86HCl.0.48 diethylether: C, 60.68; H, 5.37; N, 11.08. Found C, 60.68; H, 5.52; N 11.08.

Provenance & Evidence