反应详情

温度

80 °C

To a solution of 3-(3-chloropyrazolo[1,5-a]pyrimidin-5-yl)-4-(pyridin-2-yl)oxazolidin-2-one (0.42 g, 1.3 mmol) in dioxanes was added sodium carbonate solution (2.0 M, 3.3 ml, 6.7 mmol) and 3-(2-fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-1,2,4-triazole (0.61 g, 1.5 mmol) and the reaction bubbled with nitrogen for 30 minutes, followed by the addition of XPHOS (0.63 g, 1.3 mmol) and Pd2 dba3 (1.2 g, 1.3 mmol), and the reaction stirred at 80° C. for 3 hours. The reaction was poured into water and extracted into EtOAc. The combined organic layers were washed with brine, dried over MgSO4 and concentrated in vacuo. The crude material was purified by normal phase chromatography using a gradient eluent from 25% EtOAc in hexane to EtOAc to yield 3-(3-(3-fluoro-4-(1-((2-(trimethylsilyl)ethoxy)methyl)-1H-1,2,4-triazol-3-yl)phenyl)pyrazolo[1,5-a]pyrimidin-5-yl)-4-(pyridin-2-yl)oxazolidin-2-one (0.36 g, 0.63 mmol, 47% yield).

1. customthe reaction bubbled with nitrogen for 30 minutes
2. extractionextracted into EtOAc
3. washThe combined organic layers were washed with brine
4. dry with materialdried over MgSO4
5. concentrationconcentrated in vacuo
6. customThe crude material was purified by normal phase chromatography