반응 #3275

반응 방정식

2-amino-6-(2,6-dichlorophenyl)-pyrido[2,3-d]pyrimidin-7(8H)-one

NaH

Methyl chloroacetate

→

[2-amino-6-(2,6-dichlorophenyl)-7-oxo-7H-pyrido[2,3-d]pyrimidin-8-yl]-acetic acid methyl ester

수율 61.0%

용매

dimethylformamide

반응 조건

후처리

1. 1
   기타resulting in a clear solution
2. 2
   온도the solution was heated at 50° C. for 20 minutes
3. 3
   온도cooled to room temperature
4. 4
   기타The resulting precipitate was removed by filtration
5. 5
   세척washed with water
6. 6
   추출The aqueous filtrate was extracted with ethyl acetate
7. 7
   건조the organic layer was dried over magnesium sulfate
8. 8
   여과filtered
9. 9
   농축concentrated
10. 10
    기타purified by flash chromatography
11. 11
    세척eluting with a gradient of 1:1 hexane

실험 절차

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.

출처