反应详情

温度

80 °C

Dimedone (127 mg, 0.907 mol) and pyrrolidine (34.4 μL, 0.0412 mmol) were added to a suspension of the methyl 4-(3-formyl-4-methoxy-2-methylphenyl)pyrimidine-2-carboxylate obtained in Example 75-2 (118 mg, 0.412 mmol) in ethanol (2.0 mL) at room temperature, and the mixture thus obtained was then stirred at 80° C. for 1.5 hours. Thereafter, the reaction solution was cooled to room temperature, and the solvent was then distilled away under reduced pressure. The residue thus obtained was dissolved in chloroform (2.0 mL), and p-toluenesulfonic acid monohydrate (23.5 mg, 0.124 mmol) was then added to the solution thus obtained at room temperature. The mixture thus obtained was stirred at 70° C. for 1 hour. Thereafter, the reaction solution was cooled to room temperature, and a saturated aqueous solution of sodium hydrogen carbonate was then added to the reaction solution. The mixed solution was extracted with dichloromethane twice, and the organic layer thus obtained was then dried over anhydrous sodium sulfate. After that, the solvent was distilled away under reduced pressure. The residue thus obtained was purified by silica gel column chromatography (hexane:ethyl acetate=1:1 to 0:1, v/v) to obtain the title compound (209 mg, yield: 95%).

1. customthe mixture thus obtained
2. temperatureThereafter, the reaction solution was cooled to room temperature
3. distillationthe solvent was then distilled away under reduced pressure
4. customThe residue thus obtained
5. customthus obtained at room temperature
6. customThe mixture thus obtained
7. stirringwas stirred at 70° C. for 1 hour
8. temperatureThereafter, the reaction solution was cooled to room temperature
9. extractionThe mixed solution was extracted with dichloromethane twice
10. customthe organic layer thus obtained
11. dry with materialwas then dried over anhydrous sodium sulfate
12. distillationAfter that, the solvent was distilled away under reduced pressure
13. customThe residue thus obtained
14. customwas purified by silica gel column chromatography (hexane