反应详情

温度

110 °C

To a solution of 6-bromo-1-(tetrahydro-pyran-2-yl)-1H-indazole-3-carbonitrile (Preparation 2, 3.99 g, 13.03 mmol) and 2-[5-fluoro-4-methoxy-2-(2,2,2-trifluoro-ethyl)-phenyl]-4,4,5,5-tetramethyl-[1,3,2]dioxaborolane (Preparation 36, 7.46 g, 15.63 mmol) in dioxane (60 mL) was added a solution of potassium phosphate (18.8 g, 39.09 mmol) in water (12 mL). The mixture was degassed with nitrogen, treated with tetrakis (triphenylphosphine) palladium(0) (3.01 g, 2.6 mmol) and heated at 110° C. for 18 hours. The reaction mixture was concentrated in vacuo and the residue was redissolved in EtOAc (500 mL) and filtered through Arbocel®, washing with EtOAc (2×500 mL). The combined organic phases were washed with water (300 mL), dried over MgSO4 and concentrated in vacuo to give a brown oil. The residue was purified by column chromatography on silica gel, eluting with 25% EtOAc in heptanes, to give the title compound (1.737 g) in a 31% yield.

1. customThe mixture was degassed with nitrogen
2. concentrationThe reaction mixture was concentrated in vacuo
3. dissolutionthe residue was redissolved in EtOAc (500 mL)
4. filtrationfiltered through Arbocel®
5. washwashing with EtOAc (2×500 mL)
6. washThe combined organic phases were washed with water (300 mL)
7. dry with materialdried over MgSO4
8. concentrationconcentrated in vacuo
9. customto give a brown oil
10. customThe residue was purified by column chromatography on silica gel
11. washeluting with 25% EtOAc in heptanes