反应详情

To a suspension of 0.04 g of sodium hydride (60% in a mineral oil) in 2 ml of N,N-dimethylformamide was added 0.2 g of 5-[N-(4-cyanophenyl)amino]pyrimidine at room temperature, followed by stirring at that temperature for 1 hour. To the solution was added 0.27 g of 3-bromo-4-fluorobenzyl bromide while cooling with ice, and the mixture was stirred at room temperature for 1 hour. The solvent was removed by distillation under reduced pressure, and water was added to the residue, followed by extraction with chloroform. The chloroform layer was washed with water and dried over anhydrous magnesium sulfate. The solvent was distilled off, and the residue was purified by silica gel column chromatography to collect crude crystals from the chloroform eluate. The crude crystals were recrystallized from a mixed solvent of ethyl acetate and ethyl ether to obtain 0.25 g of 5-[N-(3-bromo-4-fluorobenzyl)-N-(4cyanophenyl)amino]pyrimidine.

1. temperaturewhile cooling with ice
2. stirringthe mixture was stirred at room temperature for 1 hour
3. customThe solvent was removed by distillation under reduced pressure, and water
4. additionwas added to the residue
5. extractionfollowed by extraction with chloroform
6. washThe chloroform layer was washed with water
7. dry with materialdried over anhydrous magnesium sulfate
8. distillationThe solvent was distilled off
9. customthe residue was purified by silica gel column chromatography
10. customto collect crude crystals from the chloroform
11. customThe crude crystals were recrystallized from a mixed solvent of ethyl acetate and ethyl ether