反应详情

温度

150 °C

A mixture of 6-chloro-1-[6-(1,4-diazepan-1-yl)-2-pyridyl]pyrazolo[4,3-c]pyridine (0.3190 mmol; 104.9 mg), 2-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridazin-3-one (0.4786 mmol; 113.0 mg), [1,1′-bis(diphenylphosphino)ferrocene]dichloropalladium(II) dichloromethane adduct (0.03190 mmol; 26.6 mg), potassium acetate (0.4786 mmol; 0.48 mL) and sodium carbonate (0.4786 mmol; 0.48 mL) in Acetonitrile (10 mL) in a pressure tube was heated under microwave at 150° C. for 15 min. The mixture was filtered through Celite. The filtrated was concentrated. The residue was purified on silica eluted with 10% MeOH in DCM with 1% NH4OH. The product obtained (29 mg, purity>90%) was further purified by reverse phase HPLC to afford 148 as an off-white solid (10.9 mg, 8.5%). 1H NMR (400 MHz, DMSO) δ 9.39-9.31 (s, 1H), 9.08-9.01 (s, 1H), 8.72-8.65 (s, 1H), 8.56-8.51 (d, J=2.1 Hz, 1H), 8.31-8.22 (s, 1H), 7.76-7.69 (t, J=8.1 Hz, 1H), 7.42-7.38 (d, J=2.1 Hz, 1H), 7.22-7.18 (d, J=7.7 Hz, 1H), 6.69-6.62 (d, J=8.5 Hz, 1H), 3.87-3.79 (m, 4H), 3.74-3.72 (s, 3H), 3.05-3.00 (m, 2H), 2.83-2.77 (m, 2H), 1.94-1.87 (m, 2H); MS (ESI) m/z: 403.2 [M+H]+.

1. filtrationThe mixture was filtered through Celite
2. concentrationThe filtrated was concentrated
3. customThe residue was purified on silica
4. washeluted with 10% MeOH in DCM with 1% NH4OH
5. customThe product obtained (29 mg, purity>90%)
6. customwas further purified by reverse phase HPLC