反应详情

温度

110 °C

Under nitrogen atmosphere, 2-amino-5-bromo-4-fluoro-3-methoxy-6-methylbenzonitrile (I-45) (20.0 g, 77.20 mmol), phenylboronic acid (11.3 g, 92.64 mmol), potassium phosphate (34.4 g, 162.11 mmol) were dissolved in a mixed liquid of 1,4-dioxane (400 ml) and water (20 ml), tetrakis(triphenylphosphine)palladium (2.6 g, 2.32 mmol) was added, followed by stirring at 110° C. for 15 hours. After cooling, the insoluble matter was separated by filtration through Celite, the reaction solvent was evaporated away under reduced pressure. The resulting residue was dissolved in ethyl acetate, washed with water and saturated brine, the organic layer was dried over anhydrous sodium sulfate, then the solvent was evaporated away under reduced pressure. The resulting residue was subjected to silica gel column chromatography, eluted wrath a mixed solvent of n-hexane/ethyl acetate (3:1, v/v) to obtain the entitled compound (20.12 g, quant) as a yellow white solid.

1. additionwas added
2. temperatureAfter cooling
3. customthe insoluble matter was separated by filtration through Celite
4. customthe reaction solvent was evaporated away under reduced pressure
5. dissolutionThe resulting residue was dissolved in ethyl acetate
6. washwashed with water and saturated brine
7. dry with materialthe organic layer was dried over anhydrous sodium sulfate
8. customthe solvent was evaporated away under reduced pressure
9. washeluted wrath a mixed solvent of n-hexane/ethyl acetate (3:1
10. customv/v) to obtain the entitled compound (20.12 g, quant) as a yellow white solid