反应详情

温度

120 °C

Heat a mixture of 4.0 g (17.34 mmol) of 4-chloro-6-phenylfuro[2,3-d]pyrimidine, 4.5 ml (26 mmol) of DIEA and 2.8 g of (+/−)-cis/trans-3-aminocyclohexanol (approx. 85% strength, approx. 20.8 mmol; approx. 3:1 cis/trans mixture; prepared according to J. Chem. Soc. Perkin Trans. I, 1994, 537) in 15 ml of DMF is heated to 120° C. overnight. After cooling, add the reaction mixture to water and extract three times with ethyl acetate. Wash the combined organic phases with saturated sodium chloride solution, dry over magnesium sulphate and concentrate under reduced pressure. Repeated stirring of the crude product with a mixture of methyl tert-butyl ether and dichloromethane enriches the product in the mother liquor. After concentrating the mother liquor, filter off the product with suction after crystallization from dichloromethane/methanol (10:1) and dry it under reduced pressure. 1.11 g (20.7% of theory) of the target product are obtained.

1. temperatureHeat
2. temperatureAfter cooling
3. extractionextract three times with ethyl acetate
4. washWash the combined organic phases with saturated sodium chloride solution
5. dry with materialdry over magnesium sulphate
6. concentrationconcentrate under reduced pressure
7. concentrationAfter concentrating the mother liquor
8. filtrationfilter off the product with suction
9. customafter crystallization from dichloromethane/methanol (10:1)
10. customdry it under reduced pressure
11. custom1.11 g (20.7% of theory) of the target product are obtained