반응 #3309

반응 방정식

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

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

4-aminophenylacetic acid, methyl ester

acetic acid

→

{4-[6-(2,6-Dichlorophenyl)-8-methyl-7-oxo-7,8-dihydro-pyrido[2,3-d]pyrimidin-2-ylamino]phenyl}-acetic acid, methyl ester

용매

Water

반응 조건

후처리

1. 1
   온도was heated in a 160° C. to 165° C. oil bath
2. 2
   온도The resulting solution was heated for 10 minutes
3. 3
   workup.DISSOLUTIONto dissolve
4. 4
   기타to precipitate a gum
5. 5
   기타The mixture was decanted
6. 6
   workup.DISSOLUTIONthe remaining gum was dissolved in 20 mL of chloroform
7. 7
   세척The chloroform solution was washed with 25 mL of water
8. 8
   건조dried (magnesium sulfate)
9. 9
   여과filtered
10. 10
    농축concentrated
11. 11
    기타Purification
12. 12
    세척eluting with chloroform
13. 13
    기타with 50% hexane/ethyl acetate to obtain the fraction
14. 14
    workup.ADDITIONcontaining pure product
15. 15
    농축The eluent was concentrated to dryness
16. 16
    기타to obtain a solid

실험 절차

A mixture of 0.226 g (0.58 mmol) of 6-(2,6-dichlorophenyl)-2-methanesulfonyl-8-methyl-8H-pyrido[2,3-d]pyrimidin-7-one of Example 39 and 0.40 g (2.80 mmol) of 4-aminophenylacetic acid, methyl ester base was heated in a 160° C. to 165° C. oil bath. The resulting solution was heated for 10 minutes and cooled to room temperature. The solution was treated with 1 mL of glacial acetic acid to dissolve. Water (10 mL) was added to precipitate a gum. The mixture was decanted, and the remaining gum was dissolved in 20 mL of chloroform. The chloroform solution was washed with 25 mL of water, dried (magnesium sulfate), filtered, and concentrated. Purification was effected by silica gel chromatography eluting with chloroform and then with 50% hexane/ethyl acetate to obtain the fraction containing pure product. The eluent was concentrated to dryness to obtain a solid; wt 0.141 g.

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