反应详情

To a solution of 2-chloro-4-(3-(2,4-dichlorophenoxy)azetidin-1-yl)pyrimidine (0.200 g, 609 mmoL) and 4-amino-N-methylbenzamide (0.109 g, 0.731 mmoL) in dimethyl acetamide (5 mL) was added cesium carbonate (300 mg, 9.14 mmol) and the reaction mixture was degassed for 15 min. Tris(dibenzylideneacetone)dipalladium (0) [Pd2(dba)3](0.030 g, 0.03 mmoL) and 2,2′-bis(diphenylphosphino)-1,1′-binaphthyl [BINAP] (0.020 g, 0.03 mmoL) were added and the mixture was irradiated in the microwave at 120° C. for 1 h. Then the reaction was quenched with water and extracted with EtOAc (2×25 mL). The organic extracts were washed with brine, dried over anhydrous sodium sulfate and concentrated under reduced pressure. Purification by silica gel column chromatography provided 4-(4-(3-(2,4-dichlorophenoxy)azetidin-1-yl)pyrimidin-2-ylamino)-N-methylbenzamide (0.077 g, 29%) as solid. Observed mass (M+1): 443.9.

1. customthe reaction mixture was degassed for 15 min
2. additionTris(dibenzylideneacetone)dipalladium (0) [Pd2(dba)3](0.030 g, 0.03 mmoL) and 2,2′-bis(diphenylphosphino)-1,1′-binaphthyl [BINAP] (0.020 g, 0.03 mmoL) were added
3. customthe mixture was irradiated in the microwave at 120° C. for 1 h
4. customThen the reaction was quenched with water
5. extractionextracted with EtOAc (2×25 mL)
6. washThe organic extracts were washed with brine
7. dry with materialdried over anhydrous sodium sulfate
8. concentrationconcentrated under reduced pressure
9. customPurification by silica gel column chromatography