反应详情

In a dry 25 mL round bottom flask, 7-(2-chloro-5-methoxy-phenyl)-5-methyl-benzo[1,2,4]triazin-3-ylamine (0.0361 g, 0.122 mmol, 1 equiv), 1-[3-(4-bromo-benzenesulfonyl)-propyl]-pyrrolidine (0.061 g, 0.184 mmol, 1.5 equiv), cesium carbonate (0.120 g, 0.367 mmol, 3 equiv), 4,5-bis(diphenylphosphino)-9,9-dimethyl xanthene (0.014 g, 0.0244 mmol, 0.2 equiv) and tris(dibenzylideneacetone)dipalladium (0.012 g, 0.0122 mmol, 0.1 equiv) were combined. The reactants were flushed with argon, diluted with dioxane (6 mL) and outfitted with reflux condenser. The reaction was heated to reflux for 18 hours, filtered hot, diluted with ethyl acetate and washed with brine. The brine layer was back extracted once with fresh ethyl acetate. The organic phases were combined and dried over sodium sulfate (Na2SO4). Filtration followed by evaporation provided crude product, which was dissolved in minimum amount of DCM and precipitated out with excess hexanes. Solids were filtered off and dried to yield a yellow powder (0.06 g, 91% yield).

1. customThe reactants were flushed with argon
2. additiondiluted with dioxane (6 mL)
3. temperaturewith reflux condenser
4. temperatureThe reaction was heated
5. temperatureto reflux for 18 hours
6. filtrationfiltered hot
7. additiondiluted with ethyl acetate
8. washwashed with brine
9. extractionThe brine layer was back extracted once with fresh ethyl acetate
10. dry with materialdried over sodium sulfate (Na2SO4)
11. filtrationFiltration
12. customfollowed by evaporation
13. customprovided crude product, which
14. customprecipitated out with excess hexanes
15. filtrationSolids were filtered off
16. customdried