반응 #3276

반응 방정식

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

NaH

Tert-butyl bromoacetate

→

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

수율 30.1%

용매

dimethylformamide

반응 조건

후처리

1. 1
   온도The mixture was heated at 45° C. to 55° C. for 40 minutes
2. 2
   기타resulting in a clear solution
3. 3
   온도cooled to room temperature
4. 4
   기타The resulting precipitate was removed by filtration
5. 5
   세척washed with water
6. 6
   기타The solid was purified by flash chromatography
7. 7
   세척eluting with a gradient of 1:2 hexane

실험 절차

To a suspension of NaH (60% in mineral oil, 67 mg) in 10 mL of dimethylformamide was added 2-amino-6-(2,6-dichlorophenyl)-pyrido[2,3-d]pyrimidin-7(8H)-one (398 mg, 1.30 mmol). The mixture was heated at 45° C. to 55° C. for 40 minutes resulting in a clear solution. Tert-butyl bromoacetate (250 μL, 1.69 mmol) was added, and the solution was stirred at 50° C. for several minutes, then cooled to room temperature and poured onto 60 mL of ice water. The resulting precipitate was removed by filtration and washed with water. The solid was purified by flash chromatography, eluting with a gradient of 1:2 hexane:ethyl acetate to all ethyl acetate to provide 165 mg (30%) of [2-amino-6-(2,6-dichlorophenyl)-7-oxo-7H-pyrido[2,3-d]pyrimidin-8-yl]-acetic acid tert-butyl ester; mp 171°-173° C.

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