反应详情

tert-Butyl (1-{4-[2-(1-oxo-1,3-dihydro-2-benzofuran-5-yl)-9H-imidazo[1,2-d]pyrido[2,3-b][1,4]benzodiazepin-3-yl]phenyl}cyclobutyl)carbamate (39 mg, 0.064 mmol) in MeOH (0.5 mL) was added 4N HCl-dioxane (2 mL) and stirred at r.t for 23 hours. The mixture was concentrated, then sat.NaHCO3 aq. was added. The mixture was extracted with CH2Cl2+MeOH (×2), dried over Na2SO4, then filtrated through Celite pad. The filtrate was concentrated and the residue was purified by preparative thin-layer chromatography (CH2Cl2/MeOH=10:1) to afford the desired product (31 mg, 94%) as a pale yellow solid. 1HNMR (DMSO-d6) 400 MHz δ: 8.62 (s, 1H), 8.10 (dd, J=5.2 Hz and 1.7 Hz, 1H), 7.98 (dd, J=8.0 Hz and 1.7 Hz, 1H), 7.85 (s, 1H), 7.72 (d, J=8.0 Hz, 1H), 7.55 (dd, J=8.6 Hz and 1.1 Hz, 1H), 7.51 (d, J=8.6 Hz, 2H), 7.37 (td, J=8.0 Hz and 1.7 Hz, 1H), 7.30 (d, J=7.4 Hz, 1H), 7.25 (d, J=8.0 Hz, 2H), 7.13 (td, J=8.0 Hz and 1.1 Hz, 1H), 6.91 (dd, J=8.0 Hz and 1.1 Hz, 1H), 6.75 (dd, J=8.0 Hz and 4.6 Hz, 1H), 5.39 (s, 2H), 2.45-2.41 (m, 2H), 2.23-2.18 (m, 2H), 2.10-2.02 (m, 1H), 1.77-1.70 (m, 1H). LCMS: 512 [M+H].

1. concentrationThe mixture was concentrated
2. additionNaHCO3 aq. was added
3. extractionThe mixture was extracted with CH2Cl2+MeOH (×2)
4. dry with materialdried over Na2SO4
5. filtrationfiltrated through Celite pad
6. concentrationThe filtrate was concentrated
7. customthe residue was purified by preparative thin-layer chromatography (CH2Cl2/MeOH=10:1)