Reaktion #1062166

Reaktionsgleichung

water

4-{2-[N-(1-benzylpiperid-4-yl)amino]-1,3-thiazol-4-yl}benzonitrile

sodium hydride

methyl iodide

→

4-{2-[N-(1-Benzylpiperid-4-yl)-N-methylamino]-1,3-thiazol-4-yl}benzonitrile

Ausbeute 67.0%

Lösungsmittel

N,N-dimethylformamide

N,N-dimethylformamide

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.STIRRINGthe reaction mixture is stirred for 4 hours at room temperature
2. 2
   Extraktionextracted with ethyl acetate
3. 3
   WaschenThe organic phase is washed with water
4. 4
   Trocknendried over sodium sulphate
5. 5
   Sonstigeevaporated
6. 6
   SonstigeThe residue is purified by silica gel chromatography
7. 7
   Wascheneluting with dichloromethane
8. 8
   SonstigeYellow crystals are obtained which melt at 136° C.

Vorschrift

1.3 g of 4-{2-[N-(1-benzylpiperid-4-yl)amino]-1,3-thiazol-4-yl}benzonitrile dissolved in 5 ml of N,N-dimethylformamide are added, at room temperature, to 146 mg of sodium hydride (at 60% in dispersion in oil) in suspension in 13 ml of N,N-dimethylformamide and the reaction mixture is stirred for 15 minutes at this temperature. 0.23 ml of methyl iodide is then added, the reaction mixture is stirred for 4 hours at room temperature, and it is poured over water and extracted with ethyl acetate. The organic phase is washed with water, dried over sodium sulphate and evaporated. The residue is purified by silica gel chromatography, eluting with dichloromethane. Yellow crystals are obtained which melt at 136° C.; yield: 67%.

Quelle