反应详情

温度

50 °C

To a suspension of NaH (60% in mineral oil, 38 mg) in 6 mL of dimethylformamide was added 2-amino-6-(2,6-dichlorophenyl)-pyrido[2,3-d]pyrimidin-7(8H)-one (203 mg, 0.66 mmol). The mixture was heated at 50° C. for 40 minutes resulting in a clear solution. Methyl chloroacetate (90 μL, 1.03 mmol) was added, and the solution was heated at 50° C. for 20 minutes, then cooled to room temperature and poured onto 30 mL of ice water. The resulting precipitate was removed by filtration and washed with water. The aqueous filtrate was extracted with ethyl acetate, and the organic layer was dried over magnesium sulfate, filtered, and concentrated. The solids were combined and purified by flash chromatography, eluting with a gradient of 1:1 hexane:ethyl acetate to all ethyl acetate to provide 152 mg (61%) of [2-amino-6-(2,6-dichlorophenyl)-7-oxo-7H-pyrido[2,3-d]pyrimidin-8-yl]-acetic acid methyl ester; mp 188°-190° C.

1. customresulting in a clear solution
2. temperaturethe solution was heated at 50° C. for 20 minutes
3. temperaturecooled to room temperature
4. customThe resulting precipitate was removed by filtration
5. washwashed with water
6. extractionThe aqueous filtrate was extracted with ethyl acetate
7. dry with materialthe organic layer was dried over magnesium sulfate
8. filtrationfiltered
9. concentrationconcentrated
10. custompurified by flash chromatography
11. washeluting with a gradient of 1:1 hexane