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