تفاعل #3309

معادلة التفاعل

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

المذيبات

Water

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةwas heated in a 160° C. to 165° C. oil bath
2. 2
   درجة الحرارةThe resulting solution was heated for 10 minutes
3. 3
   workup.DISSOLUTIONto dissolve
4. 4
   أخرىto precipitate a gum
5. 5
   أخرىThe mixture was decanted
6. 6
   workup.DISSOLUTIONthe remaining gum was dissolved in 20 mL of chloroform
7. 7
   غسيلThe chloroform solution was washed with 25 mL of water
8. 8
   تجفيفdried (magnesium sulfate)
9. 9
   ترشيحfiltered
10. 10
    تركيزconcentrated
11. 11
    أخرىPurification
12. 12
    غسيلeluting with chloroform
13. 13
    أخرىwith 50% hexane/ethyl acetate to obtain the fraction
14. 14
    workup.ADDITIONcontaining pure product
15. 15
    تركيزThe eluent was concentrated to dryness
16. 16
    أخرىto obtain a solid

الإجراء التجريبي

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.

المصدر