反应详情

温度

100 °C

A mixture of 4-chloropyrimidine-5-carbonitrile (1.0 equiv.), (4-fluorophenyl)boronic acid (1.2 equiv.), 1,1′-bis(diphenylphosphino ferrocene-palladium(ii)dichloride dichloromethane complex (10 mol %) and potassium carbonate (3.0 equiv.) in dioxane/water 3:1 (0.5 M) was purged with nitrogen for 3 min. The pressure reaction vessel was tightly capped and heated at 100° C. for 5 h. Ethyl acetate and water were added and layers were separated. The organic layer was washed with brine, dried over sodium sulfate and concentrated to give a brown, sticky oil, which was purified by silica gel column chromatography (0-30% ethyl acetate in hexane, 100 g column) to give the title compound (58% yield) as a white solid. 1H NMR (500 MHz, CDCl3) δ (ppm) 9.39 (s, 1H), 9.06 (s, 1H), 8.23-8.17 (m, 2H), 7.31-7.27 (m, 2H). MS (ESI) m/z 200.2 [M+1]+.

1. customwas purged with nitrogen for 3 min
2. customThe pressure reaction vessel
3. customwas tightly capped
4. customlayers were separated
5. washThe organic layer was washed with brine
6. dry with materialdried over sodium sulfate
7. concentrationconcentrated
8. customto give a brown, sticky oil, which
9. customwas purified by silica gel column chromatography (0-30% ethyl acetate in hexane, 100 g column)