Reaktion #83966

Reaktionsgleichung

fumaric acid

3-[4-(6-fluoro-1,2-benzisoxazol-3-yl)-1-piperidinyl]propyl amine

K2CO3

α,α'-dibromo-o-xylene

→

4-(6-Fluoro-1,2-benzisoxazol-3-yl)-1-[3-(2,3-dihydro-1H-isoindol-2-yl)propyl]piperidine difumarate

Lösungsmittel

ethanol

ethanol

acetonitrile

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturwas heated
2. 2
   Temperaturat reflux for 3.5 hours
3. 3
   TemperaturThe mixture was cooled
4. 4
   Filtrationthe insolubles were filtered
5. 5
   EinengenThe dark red solution was concentrated down to a dark oil
6. 6
   SonstigeThis oil was purified by flash chromatography over a silica gel column (SiO2, 45 g; eluded with dichloromethane and MeOH in dichloromethane)
7. 7
   SonstigeThe product thus obtained
8. 8
   SonstigeThe resulting crystals were collected as an off white solid

Vorschrift

A stirred mixture of 3-[4-(6-fluoro-1,2-benzisoxazol-3-yl)-1-piperidinyl]propyl amine (3.46 g, 12.5 mmol), K2CO3 (4 g, 29 mmol) and α,α'-dibromo-o-xylene (3.3 g, 12.5 mmol) in acetonitrile (300 ml) was heated at reflux for 3.5 hours. The mixture was cooled and the insolubles were filtered. The dark red solution was concentrated down to a dark oil. This oil was purified by flash chromatography over a silica gel column (SiO2, 45 g; eluded with dichloromethane and MeOH in dichloromethane). The product thus obtained weighed 1.95 g as an oil. This oil was dissolved in ethanol and was treated with a solution of fumaric acid (600 mg) in ethanol. The resulting crystals were collected as an off white solid and weighed 1.44 gm, m.p. 206°-209° C.

Quelle