反应详情

A degassed mixture of 2,3-dibromofuran (11.3 g, 50 mmol), 4-pyridyl boronic acid (M. Lamothe et al, J. Med. Chem., 1997, 40, 3542) (6.15 g, 50 mmol) and potassium carbonate (55 g, 0.4 mol) in ethylene glycol dimethyl ether (300 ml) and water (150 ml) was treated with triphenylphosphine (1.31 g, 5 mmol) and palladium acetate (625 mg, 2.5 mmol) then heated under reflux for 18 hours. After cooling to room temperature, the mixture was filtered through filter aid and the filtrate diluted with water and ethyl acetate. The organic phase was separated, washed with water and brine, dried, concentrated in vacuo and the residue purified by silica gel chromatography to give the title compound (6.0 g, 54%); MS(ES+) m/e 224/226 [M+H]+.

1. temperaturethen heated
2. temperatureunder reflux for 18 hours
3. filtrationthe mixture was filtered
4. filtrationthrough filter aid
5. additionthe filtrate diluted with water and ethyl acetate
6. customThe organic phase was separated
7. washwashed with water and brine
8. customdried
9. concentrationconcentrated in vacuo
10. customthe residue purified by silica gel chromatography