反应详情

温度

60 °C

2,4-Dichloro-7-iodo-quinoline (3.4 g, 10.5 mmol), 4-(3-mercapto-phenyl)-tetrahydro-pyran-4-carbonitrile (3a, 2.3 g, 10.5 mmol), iPr2NEt (3.67 mL, 21.0 mmol), Pd2dba3 (240 mg, 0.26 mmol), and 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene (303 mg, 0.52 mmol) were dissolved in 1,4-dioxane (50 mL) and degassed for 10 minutes with N2. The reaction was then sealed and heated to 60° C. for 1 hour. After cooling to room temperature, the reaction was diluted with EtOAc and saturated aqueous NH4Cl. The aqueous layer was extracted with EtOAc, and the combined organic layers were dried over MgSO4, filtered, and concentration. The residue was purified by silica gel chromatography (30% EtOAc in hexanes) to give the desired product, 3b.

1. customdegassed for 10 minutes with N2
2. customThe reaction was then sealed
3. temperatureAfter cooling to room temperature
4. additionthe reaction was diluted with EtOAc and saturated aqueous NH4Cl
5. extractionThe aqueous layer was extracted with EtOAc
6. dry with materialthe combined organic layers were dried over MgSO4
7. filtrationfiltered
8. concentrationconcentration
9. customThe residue was purified by silica gel chromatography (30% EtOAc in hexanes)