反应详情

温度

80 °C

6-chloro-3-iodo-1-trityl-1H-pyrazolo[4,3-c]pyridine (2.465 g, 4.72 mmol), 2-methylpyridine-4-boronic acid (0.966 g, 7.05 mmol), PdCl2(dppf)-CH2Cl2Adduct (0.579 g, 0.709 mmol) and K2CO3 (1.959 g, 14.17 mmol) were dissolved in a mixture of 1,4-dioxane (10 mL)/H2O (2.5 mL). The reaction mixture was degassed for 5 min, heated to 80° C. overnight, cooled to RT and diluted with EtOAc. Reaction was filtered through Celite and then partitioned between EtOAc and saturated NaHCO3. The organic layer was extracted with EtOAc (3×) and the combined organic layers were dried (Na2SO4) and concentrated in vacuo. The residue was purified by chromatography on silica gel over a gradient of 0-75% EtOAc in hexanes to yield 6-chloro-3-(2-methylpyridin-4-yl)-1-trityl-1H-pyrazolo[4,3-c]pyridine (1.02 g, 2.09 mmol, 44%) as a solid. MS ESI calc'd. for C31H24ClN4 [M+1]+487, found 487.

1. customThe reaction mixture was degassed for 5 min
2. temperaturecooled to RT
3. additiondiluted with EtOAc
4. customReaction
5. filtrationwas filtered through Celite
6. custompartitioned between EtOAc and saturated NaHCO3
7. extractionThe organic layer was extracted with EtOAc (3×)
8. dry with materialthe combined organic layers were dried (Na2SO4)
9. concentrationconcentrated in vacuo
10. customThe residue was purified by chromatography on silica gel over a gradient of 0-75% EtOAc in hexanes