反应详情

温度

120 °C

Benzophenonimine (570 mg) was added to a suspension of cis-4-(5-bromopyridin-2-yl)-1-(2-methyltetrahydrofuran-3-yl)piperidine-4-carbonitrile (1.05 g), palladium (II) acetate (17 mg), racemic-2-(di-tert-butylphosphino)-1,1′-binaphthyl (47 mg) and sodium tert-butoxide (432 mg) in toluene (7.5 ml) and stirred at 120° C. for 7 hours. It was left stand and a mixture of concentrated hydrochloric acid (2 ml) and water (6 ml) was added at 60-80° C. and stirred at room temperature for 24 hours. The reaction solution was filtered through Celite and washed with water and ethyl acetate. The filtrate was washed with ethyl acetate, 1N aqueous solution of sodium hydroxide was added to the aqueous layer and extracted with ethyl acetate. The organic layer was washed with saturated brine, dried over anhydrous sodium sulfate and concentrated in vacuo. The resulting solid was washed with ethyl acetate and n-hexane to give the titled compound as a pale yellow solid.

1. waitIt was left stand
2. additionwas added at 60-80° C.
3. stirringstirred at room temperature for 24 hours
4. filtrationThe reaction solution was filtered through Celite
5. washwashed with water and ethyl acetate
6. washThe filtrate was washed with ethyl acetate, 1N aqueous solution of sodium hydroxide
7. additionwas added to the aqueous layer
8. extractionextracted with ethyl acetate
9. washThe organic layer was washed with saturated brine
10. dry with materialdried over anhydrous sodium sulfate
11. concentrationconcentrated in vacuo
12. washThe resulting solid was washed with ethyl acetate and n-hexane