反应详情

温度

100 °C

A biphasic solution of 1-(6-bromo-4-chloro-5-methylbiphenyl-2-yl)ethanone (0.20 g, 0.62 mmol) and (2,6-difluoropyridin-4-yl)boronic acid (0.12 g, 0.74 mmol) in 1,4-dioxane (2.0 mL) and 10% Na2CO3 in water (0.98 mL, 0.93 mmol)) was bubbled with N2 to degas. After tetrakis(triphenylphosphine)palladium(0) (29 mg, 0.025 mmol) was added the mixture was bubbled with N2 for 5 min. and heated at 100° C. overnight. The mixture was cooled to room temperature and diluted with ethyl acetate. The layers were separated and the aq. layer was extracted with more ethyl acetate. The combined extracts were washed with brine, dried over Na2SO4, filtered and concentrated. The residue was purified on silica gel column, eluting with 0-30% of ethyl acetate in hexane, to give the desired product (60 mg, 30%). LCMS calculated for C20H15ClF2NO (M+H)+: m/z=358.1. found: 358.0.

1. customto degas
2. customwas bubbled with N2 for 5 min.
3. temperatureThe mixture was cooled to room temperature
4. additiondiluted with ethyl acetate
5. customThe layers were separated
6. extractionthe aq. layer was extracted with more ethyl acetate
7. washThe combined extracts were washed with brine
8. dry with materialdried over Na2SO4
9. filtrationfiltered
10. concentrationconcentrated
11. customThe residue was purified on silica gel column
12. washeluting with 0-30% of ethyl acetate in hexane