Reaktion #967241

Reaktionsgleichung

pyridine

N-[3-(dimethylamino)propyl]-N′-ethylcarbodiimide hydrochloride

N, N-dimethyl-m-phenylenediamine

sodium [4-(morpholin-4-yl)-6-oxo-1,6-dihydropyrimidin-2-yl]acetate

→

N-[3-(dimethylamino)phenyl]-2-[4-(morpholin-4-yl)-6-oxo-1,6-dihydropyrimidin-2-yl]acetamide

Ausbeute 8.8%

Lösungsmittel

dichloromethane

ethyl ether

methanol

N,N-dimethylformamide

Reaktionsbedingungen

Aufarbeitung

1. 1
   Einengenis then concentrated under reduced pressure
2. 2
   workup.ADDITIONWater and ethyl acetate are added
3. 3
   workup.STIRRINGthe resulting mixture is thus stirred for 30 minutes
4. 4
   SonstigeThe precipitate formed
5. 5
   Filtrationis filtered off
6. 6
   Waschenrinsed with ethyl ether
7. 7
   Sonstigedried in a rotary evaporator
8. 8
   SonstigeAfter purification by silica column chromatography as a solid deposit, eluent
9. 9
   Sonstigedichloromethanemethanol 95/05, a solid is obtained which
10. 10
    FiltrationThe solid is filtered off
11. 11
    Sonstigedried

Vorschrift

0.160 ml of pyridine, 240 mg of N-[3-(dimethylamino)propyl]-N′-ethylcarbodiimide hydrochloride and 400 mg of N, N-dimethyl-m-phenylenediamine are added to a solution of 250 mg of sodium [4-(morpholin-4-yl)-6-oxo-1,6-dihydropyrimidin-2-yl]acetate prepared in stage 2 of Example 1 in 4 ml of N,N-dimethylformamide. The reaction mixture is stirred at ambient temperature overnight and is then concentrated under reduced pressure. Water and ethyl acetate are added and the resulting mixture is thus stirred for 30 minutes. The precipitate formed is filtered off, rinsed with ethyl ether and dried in a rotary evaporator. After purification by silica column chromatography as a solid deposit, eluent: dichloromethanemethanol 95/05, a solid is obtained which is taken up in a mixture of dichloromethane, methanol and ethyl ether. The solid is filtered off and dried. 30 mg of N-[3-(dimethylamino)phenyl]-2-[4-(morpholin-4-yl)-6-oxo-1,6-dihydropyrimidin-2-yl]acetamide are obtained in the form of a yellow solid, the characteristics of which are the following:

Quelle