반응 #3305

반응 방정식

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

6-(2,6-Dichlorophenyl)-8-methyl-2-methylsulfanyl-8H-pyrido[2,3-d]pyrimidin-7-one

4-(2-diethylaminoethoxy)aniline

(2-methoxyethyl)ether

→

6-(2,6-Dichlorophenyl)-2-[4-(2-diethylaminoethoxy)-phenylamino]-8-methyl-8H-pyrido[2,3-d]pyrimidin-7-one

용매

Water

반응 조건

후처리

1. 1
   온도was heated
2. 2
   workup.DISSOLUTIONAll solid gradually dissolved over a period of 10 minutes
3. 3
   온도The solution was heated another 10 minutes
4. 4
   온도cooled to 100° C
5. 5
   기타The crystals that separated on inducement
6. 6
   여과were filtered
7. 7
   세척washed with 0.5 mL of ether and 2 mL of water
8. 8
   기타dried
9. 9
   기타Purification
10. 10
    세척eluting with chloroform
11. 11
    기타ethyl acetate and finally 10% methanol/chloroform to obtain fraction with pure product
12. 12
    기타The eluent was evaporated to dryness
13. 13
    workup.DISSOLUTIONThe remaining amorphous solid was dissolved in 1 mL of warm ethyl acetate
14. 14
    기타The crystals that separated on inducement
15. 15
    여과were filtered
16. 16
    세척washed sparingly with ethyl acetate and ether

실험 절차

A mixture of 0.155 g (0.40 mmol) of 6-(2,6-dichlorophenyl)-8-methyl-2-methylsulfanyl-8H-pyrido[2,3-d]pyrimidin-7-one of Example 37, 0.167 g (0.80 mmol) of 4-(2-diethylaminoethoxy)aniline and 1 mL of (2-methoxyethyl)ether (bp 162° C.) was heated with stirring in a 150° C. oil bath. All solid gradually dissolved over a period of 10 minutes. The solution was heated another 10 minutes and cooled to 100° C. Water was added dropwise until slight turbidity. The crystals that separated on inducement were filtered, washed with 0.5 mL of ether and 2 mL of water, and dried; wt 0.105 g. Purification was effected by chromatography eluting with chloroform, then ethyl acetate and finally 10% methanol/chloroform to obtain fraction with pure product. The eluent was evaporated to dryness. The remaining amorphous solid was dissolved in 1 mL of warm ethyl acetate. The crystals that separated on inducement were filtered and washed sparingly with ethyl acetate and ether; wt 0.042 g; mp 141°-143° C.

출처