反应详情

A solution of 2-(2-bromopyridine-4-carbonyl)-6-fluorobenzonitrile (3.0 g, 9.8 mmol) in dry THF (60 mL) was added to a solution of titanium (IV) ethoxide (8.0 mL, 38.6 mmol) in dry THF (20 mL) at room temperature. 2-Methyl-2-propanesulfinamide (1.8 g, 14.7 mmol) was then added in one portion and the reaction mixture was heated at reflux temperature for 40 hours. The reaction mixture was cooled to room temperature and methanol (10 mL) was added, followed by saturated sodium bicarbonate solution (10 drops). The mixture was stirred at room temperature for 1 hour, filtered through a pad of sodium sulfate, and the solids were washed thoroughly with ethyl acetate. The filtrate was concentrated under reduced pressure and the residue was purified by flash column chromatography (20-50% ethyl acetate in hexanes) to afford the title compound (2.7 g, 67.5%).

1. temperaturethe reaction mixture was heated
2. temperatureat reflux temperature for 40 hours
3. filtrationfiltered through a pad of sodium sulfate
4. washthe solids were washed thoroughly with ethyl acetate
5. concentrationThe filtrate was concentrated under reduced pressure
6. customthe residue was purified by flash column chromatography (20-50% ethyl acetate in hexanes)