反应详情

温度

100 °C

To a reaction vessel charged with 6-(4-bromo-phenyl)-5-(4-chloro-phenyl)-1-phenyl-1,5-dihydro-pyrazolo[3,4-d]pyrimidin-4-one (0.5 g, 1.05 mmol), tributyl-(1-ethoxy-vinyl)-stannane (0.49 g, 1.36 mmol), Pd (PPh3)4 (0.061 g, 0.053 mmol) and toluene (5 mL) is purged with N2 and heated to 100° C. for 2 h. After cooling down to room temperature, the solvent is removed under vacuum and the residue is treated with acetonitrile (10 mL) and 1 N HCl (40 mL) for 1 h. The mixture is then extracted with EtOAc (3×30 mL) and the combined organic layer is washed with saturated aqueous KF solution (20 mL). The resulted precipitate is removed by filtration and washed with EtOAc (2×10 mL). The organic layer is washed with brine and dried (MgSO4). After filtering off the drying agent, the solvent is removed under vacuum and the residue is purified by flash column chromatography (silica gel, 0%˜50% EtOAc/hexane) to provide the titled compound 6-(4-acetyl-phenyl)-5-(4-chloro-phenyl)-1-phenyl-1,5-dihydro-pyrazolo[3,4-d]pyrimidin-4-one (450 mg, 95%). HPLC-MS calculated for C25H17ClN4O2 (M+1+): 441.1. Found: 441.1.

1. customis purged with N2
2. temperatureAfter cooling down to room temperature
3. customthe solvent is removed under vacuum
4. additionthe residue is treated with acetonitrile (10 mL) and 1 N HCl (40 mL) for 1 h
5. extractionThe mixture is then extracted with EtOAc (3×30 mL)
6. washthe combined organic layer is washed with saturated aqueous KF solution (20 mL)
7. customThe resulted precipitate is removed by filtration
8. washwashed with EtOAc (2×10 mL)
9. washThe organic layer is washed with brine
10. dry with materialdried (MgSO4)
11. filtrationAfter filtering off the drying agent
12. customthe solvent is removed under vacuum
13. customthe residue is purified by flash column chromatography (silica gel, 0%˜50% EtOAc/hexane)