反应详情

A mixture of 2-chloro-3-p-tolyl-pyrido[2,3-b]pyrazine (800 mg, 3.13 mmol), phenylboronic acid (572 mg, 4.69 mmol) and K2CO3 (1297 mg, 9.39 mmol) in dioxane (10 ml) was degassed by bubbling nitrogen through (×3). PdCl2(dppf) (229 mg, 0.313 mmol) was added and the reaction mixture was degassed by bubbling nitrogen through (×3). The resulting mixture was heated using microwave radiation at 150° C. for 2 hours. PdCl2(dppf) (229 mg, 0.313 mmol) was added and the mixture was heated using microwave radiation at 150° C. for 2 hours. After cooling to RT, the mixture was diluted with water and EtOAc, and filtered through Celite® (filter material). The phases were separated and the aqueous extracted with EtOAc The combined organic extracts were washed with brine, dried over MgSO4 and concentrated in vacuo. The crude product was purified by chromatography on silica eluting with 2-5% THF/DCM to give a contaminated gum. The material was re-purified by chromatography on silica eluting with 0-60% EtOAc/iso-hexane to afford the title compound;

1. customwas degassed
2. customby bubbling nitrogen through (×3)
3. customthe reaction mixture was degassed
4. customby bubbling nitrogen through (×3)
5. temperatureThe resulting mixture was heated
6. customat 150° C.
7. customfor 2 hours
8. temperaturethe mixture was heated
9. customat 150° C.
10. customfor 2 hours
11. filtrationfiltered through Celite® (filter material)
12. customThe phases were separated
13. extractionthe aqueous extracted with EtOAc The combined organic extracts
14. washwere washed with brine
15. dry with materialdried over MgSO4
16. concentrationconcentrated in vacuo
17. customThe crude product was purified by chromatography on silica eluting with 2-5% THF/DCM
18. customto give a contaminated gum
19. customThe material was re-purified by chromatography on silica eluting with 0-60% EtOAc/iso-hexane