Reaktion #3278

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

monomethylamine

→

pure product

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

Lösungsmittel

Dimethylformamide

Reaktionsbedingungen

Aufarbeitung

1. 1
   TemperaturThe tube was cooled in a dry ice-acetone bath
2. 2
   Sonstigecondensed in the tube
3. 3
   Sonstigethe tube was closed
4. 4
   Temperaturthe reaction mixture was heated behind a shield in a 110° C. oil bath
5. 5
   TemperaturThe solution was heated in the oil bath for 20 hours
6. 6
   TemperaturThe tube was cooled in an ice-acetone bath
7. 7
   Temperaturwarmed to room temperature
8. 8
   SonstigeMost of the dimethylformamide was evaporated at reduced pressure
9. 9
   Sonstigeto yield crystals
10. 10
    SonstigeThe solid was triturated with 5 mL of water
11. 11
    Filtrationfiltered
12. 12
    Waschenwashed with water
13. 13
    Sonstigedried
14. 14
    SonstigePurification
15. 15
    Sonstigewas effected by recrystallization from ethyl acetate-petroleum ether

Vorschrift

A quantity 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 was placed in a pressure tube with a magnetic stirring bar. The tube was cooled in a dry ice-acetone bath and ca. 3 mL of monomethylamine gas was condensed in the tube. Dimethylformamide (1.0 mL) was added, and the tube was closed and allowed to warm to room temperature. With stirring, the reaction mixture was heated behind a shield in a 110° C. oil bath. After 10 minutes, all solid was in solution. The solution was heated in the oil bath for 20 hours. The tube was cooled in an ice-acetone bath, opened, and warmed to room temperature to vent the excess amine. Most of the dimethylformamide was evaporated at reduced pressure to yield crystals. The solid was triturated with 5 mL of water, filtered, washed with water and dried; wt 0.128 g. Purification was effected by recrystallization from ethyl acetate-petroleum ether to give 0.081 g of pure product; mp 243°-244° C.

Quelle