反应详情

A solution of 4-aminopyrimidine (20.0 g, 210 mmol), 2,4-dimethoxybenzaldehyde (69.9 g, 421 mmol) and piperidine (2.08 mL, 21.0 mmol) in toluene (1 L) was stirred for 7 hours under reflux, and the solvent was subjected to azeotropic distillation with water. After allowing to cool, the reaction solution was diluted with ethanol (500 mL). Sodium borohydride (7.96 g, 210 mmol) was added thereto with cooling on ice, and the mixture was stirred at room temperature for 16 hours. To the reaction solution, water (500 mL) was added, and an organic layer was extracted. The thus obtained organic layer was dried over anhydrous sodium sulfate. After vacuum concentration, the residue was purified with silica gel chromatography (ethyl acetate/methanol=95:5) to yield the title compound (27.0 g, 52%) as a colorless solid.

1. temperatureunder reflux
2. distillationthe solvent was subjected to azeotropic distillation with water
3. temperatureto cool
4. additionthe reaction solution was diluted with ethanol (500 mL)
5. temperaturewith cooling on ice
6. extractionan organic layer was extracted
7. dry with materialThe thus obtained organic layer was dried over anhydrous sodium sulfate
8. concentrationAfter vacuum concentration
9. customthe residue was purified with silica gel chromatography (ethyl acetate/methanol=95:5)