反应详情

A mixture of palladium (II) acetate (500 mg), 2,2′-bis(diphenylphosphino)-1,1′-binaphthyl (2.0 g) and cesium carbonate (10.3 g) in dry degassed 1,4-dioxane (120 ml) under argon was sonicated at 28° C. for 0.5 h producing a pink heterogeneous mixture. This was treated with D1 (6.0 g, 22 mmole) followed by cis-1,2,6-trimethylpiperazine (J. Med. Chem. 1968, 11, 592; 4.8 g, 38 mmole) and heated with rapid stirring at reflux for 70 h. The mixture was allowed to cool, filtered, then concentrated under vacuum. The residue was treated with water and extracted with EtOAc. The organic solution was then extracted with 1M HCl acid and the aqueous extract was basified by addition of K2CO3 and extracted with EtOAc. The extract was dried (Na2SO4) and concentrated under vacuum to leave an orange solid, which was chromatographed on silica gel eluting with 0-10% MeOH/DCM to afford the required product as a pale yellow solid (1.6 g, 23%).

1. customin dry
2. customdegassed 1,4-dioxane (120 ml) under argon
3. customwas sonicated at 28° C. for 0.5 h
4. customproducing a pink heterogeneous mixture
5. temperatureheated
6. temperatureat reflux for 70 h
7. temperatureto cool
8. filtrationfiltered
9. concentrationconcentrated under vacuum
10. additionThe residue was treated with water
11. extractionextracted with EtOAc
12. extractionThe organic solution was then extracted with 1M HCl acid
13. extractionthe aqueous extract
14. additionwas basified by addition of K2CO3
15. extractionextracted with EtOAc
16. dry with materialThe extract was dried (Na2SO4)
17. concentrationconcentrated under vacuum
18. customto leave an orange solid, which
19. customwas chromatographed on silica gel eluting with 0-10% MeOH/DCM