反应详情

温度

80 °C

Methyl 5-bromo-2-chloronicotinate (500 mg, 2.0 mmol) was dissolved in EtOH (20 mL) with potassium vinyltrifluoroborate (269 mg, 2.0 mmol), TEA (0.28 mL, 2.0 mmol), and [1,1′-Bis (diphenylphosphino)ferrocene]dichloropalladium(II) (PdCl2(dppf)) (29 mg, 0.04 mmol). The reaction was heated at 80° C. for 1 h, filtered through a Celite pad. The filtrate was concentrated, partitioned between EtOAc (50 mL) and H2O (50 mL). The organic layer was separated, dried over MgSO4 and concentrated. Purification over silica gel using automated flash chromatography (EtOAc/hexanes 0-20%) affords the compound, methyl-5-bromo-2-vinylnicotinate, as a white solid (484 mg, 76%). LC-MS (M+H)=242.1.

1. filtrationfiltered through a Celite pad
2. concentrationThe filtrate was concentrated
3. custompartitioned between EtOAc (50 mL) and H2O (50 mL)
4. customThe organic layer was separated
5. dry with materialdried over MgSO4
6. concentrationconcentrated
7. customPurification over silica gel using automated flash chromatography (EtOAc/hexanes 0-20%)