Reaktion #1462592

Reaktionsgleichung

5-amino-4-(methylamino)-2-[[4-(morpholin-4-yl)phenyl]amino]pyrimidine

ethyl 2-(2,6-dichlorophenyl)-2-oxoacetate

HOAc

→

title compound

Ausbeute 37.2%

6-(2,6-Dichlorophenyl)-8-methyl-2-[[4-(morpholin-4-yl)phenyl]amino]-8H-pteridin-7-one

Ausbeute 37.2%

Lösungsmittel

2-methoxyethanol

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturis heated
2. 2
   Temperaturunder reflux for 16 hours before the solvent
3. 3
   Sonstigeis removed under vacuum
4. 4
   ExtraktionThe residue is extracted into EtOAc
5. 5
   Waschenafter being washed with water
6. 6
   Trocknenthe solution is dried over Na2SO4
7. 7
   SonstigeRemoval of the solvent and chromatography on silica
8. 8
   Wascheneluting with hexane/EtOAc 3:2

Vorschrift

A mixture of 0.60 g (2 mmol) of 5-amino-4-(methylamino)-2-[[4-(morpholin-4-yl)phenyl]amino]pyrimidine, 0.74 g (3 mmol) ethyl 2-(2,6-dichlorophenyl)-2-oxoacetate (T. H. Kress and M. R. Leanna, Synthesis, 1988:803–805), and 0.3 mL HOAc in 25 mL of 2-methoxyethanol is heated under reflux for 16 hours before the solvent is removed under vacuum. The residue is extracted into EtOAc and, after being washed with water, the solution is dried over Na2SO4. Removal of the solvent and chromatography on silica, eluting with hexane/EtOAc 3:2 gives 0.36 g (37%) of the title compound (Compound 2 in Tables 1 and 2): mp (EtOH) 292–293° C.

Quelle