反应详情

A flask was charged with 7-chloroimidazo[1,2-c]pyrimidin-5(6H)-one (Preparation H, 1.02 g, 6.00 mmol), 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-pyrazole (Preparation E, 3.24 g, 9.00 mmol), K3PO4 (2.55 g, 12.0 mmol) and XPHOS (0.572 g, 1.20 mmol). Degassed iPrOH (24 mL) and degassed H2O (2 mL) were added and the suspension was sonicated for 1-2 minutes. The mixture was purged with N2 for 10 minutes with vigorous mixing and Pd2dba3 (0.549 g, 0.600 mmol) was added. The mixture was heated at reflux under an N2 atmosphere for 24 hours and was cooled to ambient temperature. The mixture was diluted with EtOAc (20 mL) and was sonicated for 5 minutes. The suspension was filtered through a packed Celite plug (EtOAc elution) and concentrated to give an orange, oily solid. The solid was treated with Et2O and was stirred until a granular suspension formed. The solid was collected, washed with Et2O and H2O and dried in vacuum to give the title compound (1.51 g, 76% yield) as a light tan powder. MS (apci) m/z=332.3 (M+H).

1. customDegassed iPrOH (24 mL) and degassed H2O (2 mL)
2. additionwere added
3. customthe suspension was sonicated for 1-2 minutes
4. customThe mixture was purged with N2 for 10 minutes
5. additionwith vigorous mixing
6. temperatureThe mixture was heated
7. temperatureat reflux under an N2 atmosphere for 24 hours
8. customwas sonicated for 5 minutes
9. filtrationThe suspension was filtered through a packed Celite plug (EtOAc elution)
10. concentrationconcentrated
11. customto give an orange, oily solid
12. customformed
13. customThe solid was collected
14. washwashed with Et2O and H2O
15. customdried in vacuum