反应详情

To a solution of [(3-bromophenyl)ethynyl](trimethyl)silane (2.28 g, 9.0 mmol) in DME (150 mL) is added (2-fluoropyridin-3-yl)boronic acid (1.41 g, 10.0 mmol), tetrakis(triphenylphosphine)palladium (0.52 g, 0.5 mmol) and a solution of sodium carbonate (3.8 g, 36.0 mmol) in H2O (15 mL) at room temperature. After refluxing for 3 h, the reaction mixture is cooled, quenched with saturated sodium carbonate, diluted with EtOAc. The two layers are separated and the aqueous layer is extracted with EtOAc. The combined organic extracts are washed with brine, dried (MgSO4) and concentrated. The crude mixture is purified by chromatography (silica gel, EtOAc/hexane:5/95) to give the 2-fluoro-3-{3-[(trimethylsilyl)ethynyl]phenyl}pyridine (2.25 g, 91%) as an oil. MS (+) APPI: 270 (M+H)+.

1. customat room temperature
2. temperatureAfter refluxing for 3 h
3. temperaturethe reaction mixture is cooled
4. customquenched with saturated sodium carbonate
5. additiondiluted with EtOAc
6. customThe two layers are separated
7. extractionthe aqueous layer is extracted with EtOAc
8. washThe combined organic extracts are washed with brine
9. dry with materialdried (MgSO4)
10. concentrationconcentrated
11. customThe crude mixture is purified by chromatography (silica gel, EtOAc/hexane:5/95)