反应详情

温度

90 °C

To a sealed tube was added (S)-3-(3-bromopyrazolo[1,5-a]pyrimidin-5-yl)-4-ethyloxazolidin-2-one (0.100 g, 0.321 mmol), 3-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-1,2,4-triazole (0.168 g, 0.418 mmol) and 2.0 M Na2CO3 (0.482 mL, 0.964 mmol) in dioxane (1.6 mL). The mixture was degassed by bubbling N2 through the solution. Pd2 dba3 (0.0147 g, 0.0161 mmol), and dicyclohexyl(2′,4′,6′-triisopropylbiphenyl-2-yl)phosphine (0.0153 g, 0.0321 mmol) were added and the vessel was sealed under a N2 atmosphere. The mixture was heated at 90° C. for 18 hours. The reaction mixture was cooled to ambient temperature, filtered through glass fiber filter paper, concentrated and purified on silica gel (1-55% EtOAc in DCM) to provide (S)-4-ethyl-3-(3-(4-(1-((2-(trimethylsilyl)ethoxy)methyl)-1H-1,2,4-triazol-3-yl)phenyl)pyrazolo[1,5-a]pyrimidin-5-yl)oxazolidin-2-one (0.076 g, 47% yield) as a yellow gum.

1. customThe mixture was degassed
2. customby bubbling N2 through the solution
3. customthe vessel was sealed under a N2 atmosphere
4. temperatureThe reaction mixture was cooled to ambient temperature
5. filtrationfiltered through glass fiber
6. filtrationfilter paper
7. concentrationconcentrated
8. custompurified on silica gel (1-55% EtOAc in DCM)