1,4-Dioxane hydrochloride → HCID 67503139, compound

Participants

Reaction Steps

tert-Butyl[1-(4-{2-[4-(methylsulfonyl)phenyl]-9H-imidazo[1,2-d]pyrido[2,3-b][1,4]benzodiazepin-3-yl}phenyl)cyclobutyl]carbamate (51 mg) in MeOH (0.5 mL) was added 4N HCl-dioxane (2 mL) and stirred at room temperature for 23 hours. The mixture was concentrated, then sat.NaHCO3 aq. was added. The mixture was extracted with AcOEt+MeOH, dried over Na2SO4, then filtrated through Celite pad. The filtrate was concentrated to afford the desired product (37 mg, 72%, 2 steps) as a pale yellow solid. 1HNMR (DMSO-d6) 400 MHz δ: 8.60 (s, 1H), 8.09 (dd, J=4.6 Hz and 1.7 Hz, 1H), 7.98 (dd, J=8.0 Hz and 1.7 Hz, 1H), 7.84 (d, J=8.6 Hz, 2H), 7.73 (d, J=8.6 Hz, 2H), 7.52 (d, J=8.0 Hz, 2H), 7.37 (td, J=7.4 Hz and 1.7 Hz, 1H), 7.30 (d, J=7.4 Hz, 1H), 7.24 (d, J=8.6 Hz, 2H), 7.14 (td, J=7.4 Hz and 1.7 Hz, 2H), 6.92 (dd, J=8.0 Hz and 1.7 Hz, 1H), 6.74 (dd, J=8.0 Hz and 5.2 Hz, 1H), 3.21 (s, 3H), 2.45-2.39 (m, 2H), 2.18-2.13 (m, 2H), 2.08-2.00 (m, 1H), 1.75-1.67 (m, 1H). LCMS: 534 [M+H].

Provenance & Evidence