反应详情

An oven dried resealable Schlenk tube was charged with 6-chloro-3-nitropyridin-2-amine (5 g, 28.81 mmol), 3-pyridineboronic acid (5.31 g, 43.2 mmol), dioxane (250 mL) and a 2M aqueous solution of cesium carbonate (43 mL, 86.4 mmol). The Schlenk tube was subjected to three cycles of evacuation-backfilling with argon, and 1,1′-bis(diphenylphosphino)ferrocene-palladium(II) dichloride dichloromethane complex (2.3 g, 2.81 mmol) was added. After three new cycles of evacuation-backfilling with argon, the Schlenk tube was capped and placed in a 100° C. oil bath. After 3 h, the mixture was cooled, partitioned between water and ethyl acetate, the aqueous phase extracted twice with ethyl acetate, the organic layers washed with brine, dried (MgSO4) and evaporated. The residue was purified by silica gel flash chromatography (95:5 dichloromethane/methanol) to give the title compound (4.8 g, 77%) as a solid.

1. customAn oven dried resealable Schlenk tube
2. additionwas added
3. customAfter three new cycles of evacuation-backfilling with argon, the Schlenk tube was capped
4. customplaced in a 100° C.
5. temperaturethe mixture was cooled
6. custompartitioned between water and ethyl acetate
7. extractionthe aqueous phase extracted twice with ethyl acetate
8. washthe organic layers washed with brine
9. dry with materialdried (MgSO4)
10. customevaporated
11. customThe residue was purified by silica gel flash chromatography (95:5 dichloromethane/methanol)