反应详情

温度

80 °C

To a stirred suspension of 5-[3-(4-bromo-phenyl)-3-o-tolyl-propionyl]-1-methyl-1H-pyridin-2-one (50 mg, example 162, step 3) and 4-carboxyphenylboronic acid (32 mg) in 1,4-dioxane (0.4 ml) under argon were added dichloro(1,1′-bis(diphenylphosphino)ferrocene)-palladium(II) dichloromethane adduct (4.5 mg), water (0.3 ml) and 2 M aqueous sodium carbonate solution (0.18 ml). The mixture was stirred at 80° C. for 2 h. After cooling to room temperature, the mixture was filtered. The filter cake was washed with ethyl acetate and with a saturated KHSO4 solution. The combined filtrate was extracted with ethyl acetate. The organic phase was dried (MgSO4), filtered and concentrated to dryness. The product was purified by chromatography (SiO2, dichloromethane/methanol 1:0 to 9:1) to give the title compound (75 mg, not totally pure) as a colorless solid, MS (ESI−): m/z=450.2 [M−H]−.

1. temperatureAfter cooling to room temperature
2. filtrationthe mixture was filtered
3. washThe filter cake was washed with ethyl acetate and with a saturated KHSO4 solution
4. extractionThe combined filtrate was extracted with ethyl acetate
5. dry with materialThe organic phase was dried (MgSO4)
6. filtrationfiltered
7. concentrationconcentrated to dryness
8. customThe product was purified by chromatography (SiO2, dichloromethane/methanol 1:0 to 9:1)