反应详情

温度

80 °C

A biphasic solution of 6-acetyl-4-chloro-2-cyano-3-methylphenyl trifluoromethanesulfonate (4.5 g, 13 mmol) and (3,5-difluorophenyl)boronic acid (2.5 g, 16 mmol) in toluene (50 mL) and saturated sodium bicarbonate in water (50 mL) was bubbled with N2 to degas. After tetrakis(triphenylphosphine)palladium(0) (0.61 g, 0.53 mmol) was added, the mixture was bubbled with N2 for 5 min. and then heated at 80° C. for 2 hours. 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 (1.94 g, 48%). LCMS calculated for C16H11ClF2NO (M+H)+: m/z=306.0. found: 306.0.

1. customto degas
2. customthe mixture was 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