Reaktion #3284

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

N-(3-aminopropyl)morpholine

→

6-(2,6-Dichlorophenyl)-8-methyl-2-(3-morpholin-4-yl-propylamino)-8H-pyrido[2,3-d]pyrimidin-7-one

Lösungsmittel

dimethylformamide

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturwas heated
2. 2
   workup.WAITAfter 1.5 hours
3. 3
   Sonstigethe excess amine and dimethylformamide were evaporated at reduced pressure
4. 4
   Sonstigethe residue was triturated with 5 mL of water
5. 5
   workup.DISSOLUTIONThe gum was dissolved in 25 mL of ethyl acetate
6. 6
   Waschenthe solution was washed with 2×5 mL of water
7. 7
   Trocknendried (potassium carbonate)
8. 8
   Einengenconcentrated
9. 9
   workup.DISSOLUTIONUpon dissolution in 5 mL of ether
10. 10
    Sonstigecrystals of pure product separated

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, 1.00 g (6.90 mmol) of N-(3-aminopropyl)morpholine and 0.5 mL of dimethylformamide was heated with stirring in a 125° C. oil bath. After 2 minutes, solution was complete. After 1.5 hours, the excess amine and dimethylformamide were evaporated at reduced pressure and the residue was triturated with 5 mL of water. The gum was dissolved in 25 mL of ethyl acetate, and the solution was washed with 2×5 mL of water, dried (potassium carbonate), and concentrated. Upon dissolution in 5 mL of ether, crystals of pure product separated; wt 0.101 g; mp 140°-142° C.

Quelle