反应详情

温度

150 °C

A mixture of ethyl 7-(3-chloro-2-(pyridin-4-yl)-7,8-dihydropyrido[2,3-b]pyrazin-5(6H)-yl)heptanoate (step 3) (58 mg, 0.144 mmol), p-tolylboronic acid (39.1 mg, 0.288 mmol) and potassium carbonate (59.7 mg, 0.432 mmol) in dioxane (2 ml) was degassed by bubbling nitrogen through (×3). Pd(Ph3P)4 (33.3 mg, 0.029 mmol) was added and the mixture was degassed by bubbling nitrogen through (×3). The mixture was heated at 150° C. for 2 hours using microwave irradiation. The mixture was diluted with water and extracted with EtOAc (×2). The combined extracts were washed with brine, dried (MgSO4) and evaporated under vacuum. The crude product was purified by chromatography on silica eluting with 50-100% EtOAc in iso-hexane followed by 5-10% THF in DCM. The fractions were evaporated under vacuum and the residue was purified by ion exchange using a Isolute SCX-2 cartridge, loading and washing with methanol and eluting with 2M NH3 in MeOH to afford the title compound;

1. customwas degassed
2. customby bubbling nitrogen through (×3)
3. customthe mixture was degassed
4. customby bubbling nitrogen through (×3)
5. custommicrowave irradiation
6. additionThe mixture was diluted with water
7. extractionextracted with EtOAc (×2)
8. washThe combined extracts were washed with brine
9. dry with materialdried (MgSO4)
10. customevaporated under vacuum
11. customThe crude product was purified by chromatography on silica eluting with 50-100% EtOAc in iso-hexane
12. customThe fractions were evaporated under vacuum
13. customthe residue was purified by ion exchange
14. washwashing with methanol
15. washeluting with 2M NH3 in MeOH