Reaktion #3297

Reaktionsgleichung

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

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

aniline

→

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

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturwas heated
2. 2
   Temperaturto reflux
3. 3
   TemperaturThe resulting solution was maintained
4. 4
   Temperaturat reflux for 5 minutes
5. 5
   SonstigeMost of the excess aniline was evaporated at reduced pressure
6. 6
   workup.DISSOLUTIONThe residual gum was dissolved in 15 mL of ethyl acetate
7. 7
   FiltrationAfter filtration of a relatively small amount of insoluble material
8. 8
   Filtrationthe solution was filtered through a layer of silica gel
9. 9
   Sonstigeto remove violet color
10. 10
    EinengenThe filtrate was concentrated to 2 mL volume
11. 11
    workup.ADDITIONPetroleum ether was added until slight turbidity
12. 12
    SonstigeThe crystals that separated on inducement
13. 13
    Filtrationwere filtered
14. 14
    Waschenwashed with 50% ether/petroleum ether

Vorschrift

A mixture of 0.134 g (0.33 mmol) of 6-(2,6-dichlorophenyl)-8-ethyl-2-methanesulfonyl-8H-pyrido[2,3-d]pyrimidin-7-one of Example 68 and 0.500 g (5.40 mmol) of aniline was heated with stirring in a 195° C. oil bath to reflux. The resulting solution was maintained at reflux for 5 minutes. Most of the excess aniline was evaporated at reduced pressure. The residual gum was dissolved in 15 mL of ethyl acetate. After filtration of a relatively small amount of insoluble material, the solution was filtered through a layer of silica gel to remove violet color. The filtrate was concentrated to 2 mL volume. Petroleum ether was added until slight turbidity. The crystals that separated on inducement were filtered and washed with 50% ether/petroleum ether; wt 0.068 g; mp 223°-225° C.

Quelle