反应详情

To a suspension of lithium aluminum hydride (160 mg) in tetrahydrofuran (14 mL), ethyl 2-((3-fluorophenyl)amino)-4-(propylamino)pyrimidine-5-carboxylate (E3, 450 mg) was added under ice cooling, and the mixture was stirred at the same temperature for 1 hour and 30 minutes. To the reaction mixture, lithium aluminum hydride (80 mg) was added under ice cooling, and the mixture was stirred at the same temperature for 1 hour. To the reaction mixture, ethyl acetate and an aqueous solution of the Rochell salt were added at room temperature, and the mixture was stirred at the same temperature for 2 hours and 30 minutes. The insoluble matter was removed by filtration through Cerite. The organic layer was separated, washed with saturated aqueous sodium chloride, and then dried over anhydrous sodium sulfate, and the solvent was evaporated under reduced pressure. The obtained residue was purified by silica gel column chromatography (eluent, 100 to 90% ethyl acetate in methanol) to obtain (2-((3-fluorophenyl)amino)-4-(propylamino)pyrimidin-5-yl)methanol (E13, 212 mg).

1. additionwas added under ice cooling
2. stirringthe mixture was stirred at the same temperature for 1 hour
3. stirringthe mixture was stirred at the same temperature for 2 hours and 30 minutes
4. customThe insoluble matter was removed by filtration through Cerite
5. customThe organic layer was separated
6. washwashed with saturated aqueous sodium chloride
7. dry with materialdried over anhydrous sodium sulfate
8. customthe solvent was evaporated under reduced pressure
9. customThe obtained residue was purified by silica gel column chromatography (eluent, 100 to 90% ethyl acetate in methanol)