1,4-Dioxane hydrochloride → methyl 4-{3-[4-(1-aminocyclobutyl)phenyl]-9H-imidazo[1,2-d]pyrido[2,3-b][1,4]benzodiazepin-2-yl}benzoate trihydrochloride

Participants

Reaction Steps

Methyl 4-[3-(4-{1-[(tert-butoxycarbonyl)amino]cyclobutyl}phenyl)-9H-imidazo[1,2-d]pyrido[2,3-b][1,4]benzodiazepin-2-yl]benzoate (28 mg, 0.046 mmol) in MeOH (0.5 mL) was added 4N HCl-dioxane (2 mL) and stirred at room temperature for 18 hours. The mixture was concentrated to afford the desired product (28 mg, 97%) as a yellow solid. 1HNMR (DMSO-d6) 400 MHz δ: 8.80 (s, 2H), 8.65 (s, 1H), 8.12 (dd, J=4.6 Hz and 1.7 Hz, 1H), 7.98 (dd, J=7.4 Hz and 1.7 Hz, 1H), 7.89-7.87 (m, 2H), 7.59 (dd, J=12.0 Hz and 8.6 Hz, 4H), 7.40-7.30 (m, 4H), 7.14 (t, J=7.2 Hz, 1H), 6.92 (dd, J=8.0 Hz and 1.7 Hz, 1H), 6.76 (dd, J=4.6 Hz and 4.6 Hz, 1H), 3.84 (s, 3H), 2.59 (t, J=7.4 Hz, 4H), 2.26-2.17 (m, 1H), 1.87-1.78 (m, 1H). LCMS: 514 [M+H].

Provenance & Evidence