反应详情

温度

100 °C

To degassed DMF (1.5 mL) were added 5-(tritylamino)-1H-pyrazole-4-carbonitrile (1.36 g, 3.89 mmol), 2-bromo-6-(6-tert-butyl-1-oxophthalazin-2(1H)-yl)benzaldehyde (1.0 g, 2.6 mmol), copper (I) iodide (494 mg, 2.6 mmol) and potassium carbonate (717 mg, 5.19 mmol). The reaction was inerted five times by alternating vacuum and a nitrogen purge and then heat to 100° C. (external); for 8 hr. TLC the following morning showed trace amounts of starting materials. The reaction was diluted with EtOAc (50 mL) and through a pad of diatomaceous earth. The pad was rinsed with additional EtOAc (50 mL) and concentrated in vacuo. The crude material was bound to silica column and purified over a 40 g silica gel cartridge, eluting the column with a 20-40% EtOAc/hexanes, isocratic hold for 5 minutes, then 40-100% EtOAc/hexanes gradient over 20 minutes. The product containing fractions were combined and concentrated to give 1-[3-(6-tert-Butyl-1-oxo-1H-phthalazin-2-yl)-2-formyl-phenyl]-3-(trityl-amino)-1H-pyrazole-4-carbonitril (632 mg, 37%).

1. customTo degassed DMF (1.5 mL)
2. customa nitrogen purge
3. additionThe reaction was diluted with EtOAc (50 mL) and through a pad of diatomaceous earth
4. washThe pad was rinsed with additional EtOAc (50 mL)
5. concentrationconcentrated in vacuo
6. custompurified over a 40 g silica gel cartridge
7. washeluting the column with a 20-40% EtOAc/hexanes, isocratic hold for 5 minutes
8. wait40-100% EtOAc/hexanes gradient over 20 minutes
9. additionThe product containing fractions
10. concentrationconcentrated