反应详情

温度

80 °C

6.6 g of bis(pinacolate)diboron, 5.9 g of potassium acetate and 980 mg of (1,1′-bis(diphenylphosphino)ferrocene)dichloropalladium(II) dichloromethane complex were added to a dimethylsulfoxide (80 ml) solution of 4.72 g of 3-bromo-6-methanesulfonyl-pyridine, and the reaction liquid was stirred at 80° C. for 2 hours. Ethyl acetate and water were added to the reaction liquid, the insoluble substance was removed through filtration through Celite, and the organic layer was separated. The organic layer was washed with water and saturated saline, and dried with anhydrous magnesium sulfate, and the solvent was evaporated away under reduced pressure. 60 ml of aqueous 5 N sodium hydroxide solution and 30 ml of aqueous 30% hydrogen peroxide solution were added to a tetrahydrofuran (200 ml) solution of the resulting residue at 0° C., and the reaction liquid was stirred overnight at room temperature. The reaction liquid was diluted with diethyl ether, and washed with water. The aqueous layer was made acidic with 5 N hydrochloric acid, and extracted with ethyl acetate. The organic layer was dried with anhydrous magnesium sulfate, and the solvent was evaporated away under reduced pressure. The resulting residue was washed with a mixed solvent of chloroform and hexane to obtain the entitled compound as a brown solid.

1. customthe reaction liquid
2. customthe insoluble substance was removed through filtration through Celite
3. customthe organic layer was separated
4. washThe organic layer was washed with water and saturated saline
5. dry with materialdried with anhydrous magnesium sulfate
6. customthe solvent was evaporated away under reduced pressure
7. addition60 ml of aqueous 5 N sodium hydroxide solution and 30 ml of aqueous 30% hydrogen peroxide solution were added to a tetrahydrofuran (200 ml) solution of the resulting residue at 0° C.
8. customthe reaction liquid
9. stirringwas stirred overnight at room temperature
10. customThe reaction liquid
11. washwashed with water
12. extractionextracted with ethyl acetate
13. dry with materialThe organic layer was dried with anhydrous magnesium sulfate
14. customthe solvent was evaporated away under reduced pressure
15. washThe resulting residue was washed with a mixed solvent of chloroform and hexane