Reaktion #3304

Reaktionsgleichung

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

3-aminopyridine

3-aminopyridine hydrochloride

→

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

Lösungsmittel

Water

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturwas heated
2. 2
   Sonstigeto precipitate a solid
3. 3
   FiltrationThe solid was filtered
4. 4
   Waschenwashed well with water
5. 5
   Sonstigedried
6. 6
   SonstigePurification
7. 7
   Waschenby eluting with chloroform
8. 8
   workup.ADDITIONThe ethyl acetate eluent containing the pure product
9. 9
   Einengenwas concentrated to 2 mL volume
10. 10
    SonstigeThe crystals that separated on inducement
11. 11
    Filtrationwere filtered
12. 12
    Waschenwashed with 0.5 mL of ethyl acetate and 1 mL of ether

Vorschrift

A mixture of 0.165 g (0.47 mmol) of 6-(2,6-dichlorophenyl)-8-methyl-2-methylsulfanyl-8H-pyrido[2,3-d]pyrimidin-7-one of Example 37, 0.500 g (5.30 mmol) of 3-aminopyridine base, and 0.066 g (0.50 mmol) of 3-aminopyridine hydrochloride was heated with stirring in a 210° C. oil bath for 1 hour. Water (5 mL) was added to the cooled reaction mixture to precipitate a solid. The solid was filtered, washed well with water, and dried; wt 0.147 g. Purification was effected by silica gel chromatography by eluting with chloroform and then ethyl acetate. The ethyl acetate eluent containing the pure product was concentrated to 2 mL volume. The crystals that separated on inducement were filtered and washed with 0.5 mL of ethyl acetate and 1 mL of ether; wt 0.810 g; mp 247°-248° C.

Quelle