反应详情

温度

85 °C

To a stirring solution of 4-((6-bromo-3-(difluoromethoxy)-2-methoxyphenoxy)methyl)benzamide (500 mg, 1.24 mmol) in dimethylformamide (10 mL) was purged with argon for 1 h. To this cesium carbonate (1.2 g, 3.73 mmol), tetrakis(triphenylphosphine) palladium(0) (72 mg, 0.06 mmol) and 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)isoindolin-1-one (386 mg, 1.49 mmol) were added and the resultant reaction mixture was heated to 80-90° C. for 3 h. The reaction mixture was cooled to RT, filtered and the filtrate was diluted with water and extracted with ethyl acetate (3×). The combined ethyl acetate layer was washed with brine and dried over anhydrous sodium sulphate and concentrated under reduced pressure. Purification of the residue by column chromatography (silica gel, 0-20% ethyl acetate in pet ether) afforded the title compound as a solid (100 mg, 17.7%).

1. customthe resultant reaction mixture
2. temperatureThe reaction mixture was cooled to RT
3. filtrationfiltered
4. additionthe filtrate was diluted with water
5. extractionextracted with ethyl acetate (3×)
6. washThe combined ethyl acetate layer was washed with brine
7. dry with materialdried over anhydrous sodium sulphate
8. concentrationconcentrated under reduced pressure
9. customPurification of the residue by column chromatography (silica gel, 0-20% ethyl acetate in pet ether)