反应详情

温度

70 °C

A solution of 2-bromobenzonitrile (1.10 g), 3-aminomethylphenylboronic acid hydrochloride (1.13 g), [1,1′-bis(diphenylphosphino)ferrocene]dichloropalladium-dichloromethane complex (0.10 g), and tripotassium phosphate (5.20 g) in a 4:1 dimethoxyethane-water mixed solvent (60 mL) was stirred at 70° C. for 3 hours. 2-Bromobenzonitrile (0.070 g) and [1,1′-bis(diphenylphosphino)ferrocene]dichloropalladium-dichloromethane complex (0.10 g) were added thereto, and the mixture was stirred at 70° C. for 2 hours. The reaction solution was cooled to room temperature, filtered through celite, and then separated into organic and aqueous layers. The organic layer was washed with a saturated aqueous sodium hydrogencarbonate solution and saturated saline, dried over anhydrous sodium sulfate, and then filtered, and the filtrate was concentrated under reduced pressure. The obtained residue was purified by chromatography on a silica gel column (Biotage Ltd., elution solvent: dichloromethane/methanol), and a fraction containing the desired compound was concentrated under reduced pressure. The obtained residue was dissolved in ethyl acetate, and concentrated hydrochloric acid was added to the solution. The resulting suspension was filtered, and the product collected by filtration was washed with ethyl acetate and dried under reduced pressure to obtain the title compound (0.483 g).

1. temperatureThe reaction solution was cooled to room temperature
2. filtrationfiltered through celite
3. customseparated into organic and aqueous layers
4. washThe organic layer was washed with a saturated aqueous sodium hydrogencarbonate solution and saturated saline
5. dry with materialdried over anhydrous sodium sulfate
6. filtrationfiltered
7. concentrationthe filtrate was concentrated under reduced pressure
8. customThe obtained residue was purified by chromatography on a silica gel column (Biotage Ltd., elution solvent: dichloromethane/methanol)
9. additiona fraction containing the desired compound
10. concentrationwas concentrated under reduced pressure
11. dissolutionThe obtained residue was dissolved in ethyl acetate
12. additionconcentrated hydrochloric acid was added to the solution
13. filtrationThe resulting suspension was filtered
14. filtrationthe product collected by filtration
15. washwas washed with ethyl acetate
16. customdried under reduced pressure