反応 #3508

反応方程式

2-amino-6-(4-methoxy-phenyl)-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

反応条件

後処理

1. 1
   workup.ADDITIONwas added dropwise
2. 2
   温度The suspension was heated
3. 3
   温度to reflux
4. 4
   ろ過The reaction mixture was filtered
5. 5
   その他the filtrate evaporated in vacuo
6. 6
   温度maintaining 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
   洗浄washed with water
10. 10
    乾燥dried over anhydrous potassium carbonate
11. 11
    その他evaporated
12. 12
    ろ過the insoluble product collected by filtration

実験手順

To a mixture of 67.0 g of 2-amino-6-(4-methoxy-phenyl)-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.

出典