반응 #3326

반응 방정식

NaH

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

α-Bromo-2,6-dichlorotoluene

→

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

수율 35.3%

용매

dimethylformamide

반응 조건

후처리

1. 1
   기타resulting in a clear solution
2. 2
   온도the reaction mixture was heated at 50° C. for 25 minutes
3. 3
   workup.ADDITIONpoured onto ice water
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 1:1 hexane
8. 8
   건조ethyl acetate then dried in vacuo

실험 절차

To a suspension of NaH (60% in mineral oil, 36 mg) in 8 mL of dimethylformamide was added 2-amino-6-(2,6-dichlorophenyl)-pyrido[2,3-d]pyrimidin-7(8H)-one (208 mg, 0.68 mmol). The mixture was heated at 70° C. for 10 minutes and then at 50° C. for 30 minutes, resulting in a clear solution. α-Bromo-2,6-dichlorotoluene (215 mg, 0.90 mmol) was added, and the reaction mixture was heated at 50° C. for 25 minutes, then poured onto ice water. The resulting precipitate was removed by filtration and washed with water. The solid was purified by flash chromatography, eluting with 1:1 hexane:ethyl acetate then dried in vacuo to provide 112 mg (35%) of 2-amino-8-(2,6-dichlorobenzyl)-6-(2,6-dichlorophenyl)-8H-pyrido[2,3-d]pyrimidin-7-one; mp 274°-276° C.

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