反应详情

温度

60 °C

Dissolve 2-bromo-5-tert-butoxycarbonylaminomethyl-pyridine (500 mg, 1.74 mmol) in anhydrous THF (5 mL) in a sealed tube. Degas the solution, purge with nitrogen and add 1,1′-[bis(diphenylphosphino)ferrocene]dichloropalladium(II) (127 mg, 0.174 mmol) and 0.5M cyclohexylmethylzinc bromide in THF (10.4 mL, 5.22 mmol). Heat the mixture at 60° C. overnight. Cool to room temperature and dilute the reaction mixture with EtOAc. Add water and filter the precipitate over Celite®. Dry the organic phase over MgSO4, filter and concentrate in vacuo. Purify the crude mixture by chromatography on silica gel eluting with hexane and hexane/EtOAc (4:1, 3:2) to give the desired intermediate as an oil (359 mg, 68%). MS (ES+) m/z: 305 (M+H)+.

1. customDegas the solution
2. custompurge with nitrogen
3. temperatureCool to room temperature
4. filtrationAdd water and filter the precipitate over Celite®
5. dry with materialDry the organic phase over MgSO4
6. filtrationfilter
7. concentrationconcentrate in vacuo
8. customPurify the crude mixture by chromatography on silica gel eluting with hexane and hexane/EtOAc (4:1, 3:2)