تفاعل #3308

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

3,5-dimethoxyaniline

acetic acid

→

6-(2,6-Dichlorophenyl)-2-(3,5-dimethoxyphenylamino)-8-methyl-8H-pyrido[2,3-d]pyrimidin-7-one

المذيبات

Water

ظروف التفاعل

المعالجة

1. 1
   workup.DISSOLUTIONto dissolve
2. 2
   أخرىto precipitate a gum
3. 3
   أخرىDecanted
4. 4
   workup.DISSOLUTIONdissolved gum in 35 mL of methylene chloride
5. 5
   غسيلThe solution was washed with 2×20 mL of water
6. 6
   تجفيفdried over magnesium sulfate
7. 7
   ترشيحfiltered
8. 8
   تركيزconcentrated
9. 9
   أخرىThe remaining gum was purified silica gel chromatography
10. 10
    غسيلeluting with chloroform
11. 11
    أخرىwith 2:1 hexane:ethyl acetate to obtain the fraction
12. 12
    workup.ADDITIONcontaining the pure product
13. 13
    أخرىThe eluent was evaporated
14. 14
    أخرىseparated
15. 15
    ترشيحThe crystals were filtered
16. 16
    غسيلwashed with 0.5 mL of ether

الإجراء التجريبي

A mixture of 0.155 g (0.40 mmol) of 6-(2,6-dichlorophenyl)-2-methanesulfonyl-8-methyl-8H-pyrido[2,3-d]pyrimidin-7-one of Example 39 and 0.400 g (2.60 mmol) of 3,5-dimethoxyaniline was heated in a 160° C. oil bath for 5 minutes. At ca. 100° C., 1 mL of glacial acetic acid was added to the melt to dissolve. Water (10 mL) was added to precipitate a gum. Decanted and dissolved gum in 35 mL of methylene chloride. The solution was washed with 2×20 mL of water, dried over magnesium sulfate, charcoaled, filtered, and concentrated. The remaining gum was purified silica gel chromatography eluting with chloroform and then with 2:1 hexane:ethyl acetate to obtain the fraction containing the pure product. The eluent was evaporated to near dryness when crystals separated. The crystals were filtered and washed with 0.5 mL of ether; wt 0.059 g; mp 228°-230° C.

المصدر