Reacción #311899

Ecuación de reacción

4-methylamino-2-methylthio-5-pyrimidine carboxylic acid ethyl ester

ethyl malonyl chloride

diethyl ether

→

title product

7,8-dihydro-5-hydroxy-8-methyl-2-(methylthio)-7-oxo-pyrido[2,3-d]pyrimidine-6-carboxylic acid ethyl ester

Condiciones de reacción

Tratamiento posterior

1. 1
   FiltraciónThe mixture was filtered
2. 2
   Otrothe filtrate was evaporated in a rotary evaporator
3. 3
   OtroThe residue was triturated with a few ml
4. 4
   Filtraciónof diethyl ether and was filtered
5. 5
   OtroThe filtrate was evaporated
6. 6
   workup.DISSOLUTIONthe residue was dissolved in 10 ml
7. 7
   workup.ADDITIONThis solution was added to a solution of 0.37 g
8. 8
   workup.STIRRINGThe mixture was stirred at room temperature for 10 minutes
9. 9
   workup.ADDITIONThe mixture was diluted with water
10. 10
    OtroThe precipitate which formed
11. 11
    Otrowas collected
12. 12
    Otroair dried
13. 13
    Otrowas recrystallized from ethanol
14. 14
    Otroto afford 0.4 g

Procedimiento

To a solution of 4.54 g. (0.02 mole) of 4-methylamino-2-methylthio-5-pyrimidine carboxylic acid ethyl ester in 100 ml. of anhydrous diethyl ether was added 1.5 g. (0.01 mole) of ethyl malonyl chloride. The mixture was stirred at room temperature for 1 hour. The mixture was filtered and the filtrate was evaporated in a rotary evaporator. The residue was triturated with a few ml. of diethyl ether and was filtered. The filtrate was evaporated and the residue was dissolved in 10 ml. of ethanol. This solution was added to a solution of 0.37 g. (0.015 g atom) of sodium in 20 ml. of ethanol. The mixture was stirred at room temperature for 10 minutes. The mixture was diluted with water and was acidified with glacial acetic acid. The precipitate which formed was collected, air dried and was recrystallized from ethanol to afford 0.4 g. of title product--m.p. 166°-168° C.

Fuente