Reaktion #65132

Reaktionsgleichung

5-(3-methylaminopropionyl)-10,11-dihydrodibenzo [b,e][1,4]diazepin-11-one

4-methylphenethyl bromide

sodium hydrogen carbonate

→

title compound

5- {3-[N-(4-Methylphenethyl)-N-methylamino]propionyl }-10,11-dihydrodibenzo [b,e][1,4]diazepin-11-one

Lösungsmittel

acetonitrile

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturwas heated
2. 2
   Temperaturunder reflux for 16 hours
3. 3
   Sonstigeevaporated
4. 4
   SonstigeThe residue was partitioned between water and dichloromethane
5. 5
   Waschenthe organic layer washed with brine
6. 6
   Trocknendried over MgSO4
7. 7
   Sonstigeevaporated
8. 8
   SonstigeThe residue was purified by chromatography on silica
9. 9
   Sonstigeevaporated
10. 10
    Sonstigethe residue crystallised from ether

Vorschrift

A mixture of 5-(3-methylaminopropionyl)-10,11-dihydrodibenzo [b,e][1,4]diazepin-11-one (0.20 g) (J. Med. Chem., 1963, 6, 255), 4-methylphenethyl bromide (0.14 g) and sodium hydrogen carbonate (60 mg) in acetonitrile (20 ml) was heated under reflux for 16 hours and evaporated. The residue was partitioned between water and dichloromethane and the organic layer washed with brine, dried over MgSO4 and evaporated. The residue was purified by chromatography on silica using dichloromethane plus 0-20% methanol as eluant. Appropriate fractions were combined and evaporated and the residue crystallised from ether to give the title compound as a colourless solid, 60 mg (21%).

Quelle