反応 #3305

反応方程式

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

溶媒

Water

反応条件

後処理

1. 1
   温度was heated
2. 2
   workup.DISSOLUTIONAll solid gradually dissolved over a period of 10 minutes
3. 3
   温度The solution was heated another 10 minutes
4. 4
   温度cooled to 100° C
5. 5
   その他The crystals that separated on inducement
6. 6
   ろ過were filtered
7. 7
   洗浄washed with 0.5 mL of ether and 2 mL of water
8. 8
   その他dried
9. 9
   その他Purification
10. 10
    洗浄eluting with chloroform
11. 11
    その他ethyl acetate and finally 10% methanol/chloroform to obtain fraction with pure product
12. 12
    その他The eluent was evaporated to dryness
13. 13
    workup.DISSOLUTIONThe remaining amorphous solid was dissolved in 1 mL of warm ethyl acetate
14. 14
    その他The crystals that separated on inducement
15. 15
    ろ過were filtered
16. 16
    洗浄washed sparingly with ethyl acetate and ether

実験手順

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.

出典