反应详情

温度

175 °C

A mixture of 8-ethyl-2-methanesulfinyl-8H-pyrido[2,3-d]pyrimidin-7-one (155 mg, 0.65 mmol) and 500 μL of 4-dimethylaminoaniline was heated at 175° C. for 10 minutes, then cooled to room temperature and partitioned between saturated sodium bicarbonate and ethyl acetate. The organic layer was washed with brine, dried over magnesium sulfate, filtered, and concentrated in vacuo. The resultant solid was washed with hexane and ethyl acetate then purified by flash chromatography eluting with ethyl acetate. The fractions containing product were concentrated and a 2:1 mixture of hexane and ethyl acetate was added to the residue. The resultant precipitate was collected by filtration to give 110 mg (50%) of 2-(4-dimethylamino-phenylamino)-8-ethyl-8H-pyrido[2,3-d]pyrimidin-7-one, mp 189-191° C.

1. temperaturecooled to room temperature
2. custompartitioned between saturated sodium bicarbonate and ethyl acetate
3. washThe organic layer was washed with brine
4. dry with materialdried over magnesium sulfate
5. filtrationfiltered
6. concentrationconcentrated in vacuo
7. washThe resultant solid was washed with hexane and ethyl acetate
8. customthen purified by flash chromatography
9. washeluting with ethyl acetate
10. additionThe fractions containing product
11. concentrationwere concentrated
12. additiona 2:1 mixture of hexane and ethyl acetate
13. additionwas added to the residue
14. filtrationThe resultant precipitate was collected by filtration