反应详情

To a stirred solution of (2,5-dichloropyridin-3-yl)(2-fluoro-3-methoxy-6-vinylphenyl)methanone (11.6 g, 35.6 mmol) in nPrOH (200 mL) were added potassium vinyltrifluoroborate (5.00 g, 37.3 mmol), PdCl2(dppf) (580 mg, 0.71 mmol), and TEA (4.96 mL, 35.6 mmol). The reaction mixture was purged with N2 for 10 min, heated to reflux for 3 h, cooled to room temperature, treated with water, and concentrated. The residue was extracted with EtOAc (×3). The combined organics were washed with brine, dried (Na2SO4), concentrated, and purified by flash chromatography to afford the title compound. 1H NMR (600 MHz, CDCl3) δ 8.63 (d, 1H); 7.62 (d, 1H); 7.41 (d, 1H); 7.36 (dd, 1H); 7.09 (t, 1H); 6.57 (dd, 1H); 6.54 (d, 1H); 5.63 (m, 2H); 5.23 (d, 1H); 3.92 (s, 3H). LRMS (ESI) calc'd for (C17H13ClFNO2) [M+H]+, 318.1; found 318.1.

1. customThe reaction mixture was purged with N2 for 10 min
2. temperatureheated
3. temperatureto reflux for 3 h
4. additiontreated with water
5. concentrationconcentrated
6. extractionThe residue was extracted with EtOAc (×3)
7. washThe combined organics were washed with brine
8. dry with materialdried (Na2SO4)
9. concentrationconcentrated
10. custompurified by flash chromatography