반응 #705103

반응 방정식

2-amino-6-(4-methoxyphenyl)-pyrido[2,3-d]pyrimidin-7-ol

dichloromethane

dimethylformamide

thionyl chloride

→

title compound

N'-(7-Chloro-6-(4-methoxyphenyl)-pyrido[2,3-d]-pyrimidin-2-yl)-N,N-dimethyl-formamidine

반응 조건

후처리

1. 1
   workup.ADDITIONwas added dropwise
2. 2
   온도The suspension was heated
3. 3
   온도to reflux
4. 4
   여과The reaction mixture was filtered
5. 5
   기타the filtrate evaporated in vacuo
6. 6
   온도maintaining the temperature below 60° C
7. 7
   workup.DISSOLUTIONThe resulting residue was dissolved in ice water
8. 8
   workup.ADDITIONaqueous sodium hydroxide added with ice
9. 9
   세척washed with water
10. 10
    건조dried over anhydrous potassium carbonate
11. 11
    기타evaporated
12. 12
    여과the insoluble product collected by filtration

실험 절차

To a mixture of 67.0 g of 2-amino-6-(4-methoxyphenyl)-pyrido[2,3-d]pyrimidin-7-ol from Example 10, 1 L of dichloromethane, and 155 mL of dimethylformamide was added dropwise with cooling 72 mL of thionyl chloride keeping the temperature below 15° C. The suspension was heated to reflux with stirring for 6 hours. The reaction mixture was filtered and the filtrate evaporated in vacuo maintaining the temperature below 60° C. The resulting residue was dissolved in ice water and aqueous sodium hydroxide added with ice. The product was taken up in chloroform, washed with water, dried over anhydrous potassium carbonate, and evaporated. The residue was slurried with acetonitrile and the insoluble product collected by filtration to afford 31 g of the title compound N'-(7-chloro-6-(4-methoxyphenyl)-pyrido[2,3-d]pyrimidin-2-yl)-N,N-dimethyl-formamidine. The product was used in the next step without further purification.

출처