Reaktion #318258

Reaktionsgleichung

1-(3-chloropropyl)-4-(2-methoxyphenyl)piperazine

sodium hydride

8-hydroxy-1-nicotinoyl-1,2,3,4-tetrahydroquinoline

→

8-(3-(4-(2-Methoxyphenyl)piperazin-1-yl)propoxy)-1-nicotinoyl-1,2,3,4-tetrahydroquinoline-trihydrochloride

Lösungsmittel

dimethylformamide

dimethylformamide

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.STIRRINGthe mixture is subsequently stirred at room temperature for 16 hours
2. 2
   Extraktionextracted with methylene chloride
3. 3
   Waschenthe extracts are washed several times with water
4. 4
   Sonstigedried
5. 5
   Einengenconcentrated
6. 6
   SonstigeThe crude product is further purified by column chromatography on silica gel (mobile phase toluene:ethanol 9:1)
7. 7
   SonstigeThe product thus obtained

Vorschrift

0.53 (11.0 mmol) of a 50% strength sodium hydride dispersion is introduced in portions into a solution of 2.54 g (10.0 mmol) of 8-hydroxy-1-nicotinoyl-1,2,3,4-tetrahydroquinoline in 20 ml of anhydrous dimethylformamide and the mixture is subsequently stirred at 40°-50° C. for 30 minutes. After cooling to room temperature, a solution of 4.03 g (15.0 mmol) of 1-(3-chloropropyl)-4-(2-methoxyphenyl)piperazine in 20 ml of anhydrous dimethylformamide is added dropwise and the mixture is subsequently stirred at room temperature for 16 hours. The reaction solution is poured onto 150 ml of ice-water and extracted with methylene chloride and the extracts are washed several times with water, dried and concentrated. The crude product is further purified by column chromatography on silica gel (mobile phase toluene:ethanol 9:1) and converted into the dihydrochloride as described under Example 2(a). The product thus obtained is identical to the product described under 2(a).

Quelle