Реакция #3278

Уравнение реакции

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

Растворители

Dimethylformamide

Условия реакции

Обработка

1. 1
   ТемператураThe tube was cooled in a dry ice-acetone bath
2. 2
   Другоеcondensed in the tube
3. 3
   Другоеthe tube was closed
4. 4
   Температураthe reaction mixture was heated behind a shield in a 110° C. oil bath
5. 5
   ТемператураThe solution was heated in the oil bath for 20 hours
6. 6
   ТемператураThe tube was cooled in an ice-acetone bath
7. 7
   Температураwarmed to room temperature
8. 8
   ДругоеMost of the dimethylformamide was evaporated at reduced pressure
9. 9
   Другоеto yield crystals
10. 10
    ДругоеThe solid was triturated with 5 mL of water
11. 11
    Фильтрацияfiltered
12. 12
    Промывкаwashed with water
13. 13
    Другоеdried
14. 14
    ДругоеPurification
15. 15
    Другоеwas effected by recrystallization from ethyl acetate-petroleum ether

Методика

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.

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