Reaktion #78926

Reaktionsgleichung

2

Methanesulfonic acid 1-[1-(4-chloro-phenyl)-cyclobutanecarbonyl]-piperidin-3-ylmethyl ester

1-(2-methoxyphenyl)piperazine

triethylamine

→

3

Ausbeute 43.1%

[1-(4-Chloro-phenyl)-cyclobutyl]-{3-[4-(2-methoxy-phenyl)-piperazin-1-ylmethyl]piperidin-1-yl}-methanone

Ausbeute 43.1%

Lösungsmittel

acetonitrile

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturrefluxed for 20 h
2. 2
   Sonstigewas removed by rotary evaporation
3. 3
   SonstigeThe reaction mixture was partitioned between dichloromethane and water (50 mL each)
4. 4
   Waschenthe organic layer was washed with sat. sodium carbonate (50 mL) and water
5. 5
   TrocknenThe organic layer was dried over anhydrous sodium sulfate
6. 6
   Filtrationfiltered
7. 7
   Einengenconcentrated by rotary evaporation
8. 8
   SonstigeThe organic residue was purified by flash chromatography on silica gel
9. 9
   Wascheneluting with dichloromethane/2.0 M ammonia in ethyl alcohol (96:4)

Vorschrift

To a solution of 2 (1.0 g, 2.60 mmol) in acetonitrile (25 mL) was added 1-(2-methoxyphenyl)piperazine (0.55 g, 2.86 mmol) and triethylamine (2 mL). The reaction was stirred and refluxed for 20 h. After cooling to room temperature, most of solvent was removed by rotary evaporation. The reaction mixture was partitioned between dichloromethane and water (50 mL each), and the organic layer was washed with sat. sodium carbonate (50 mL) and water. The organic layer was dried over anhydrous sodium sulfate, filtered and concentrated by rotary evaporation. The organic residue was purified by flash chromatography on silica gel, eluting with dichloromethane/2.0 M ammonia in ethyl alcohol (96:4) to give 3 (0.54 g, 43%) as a light brown solid; C28H36ClN3O2, LRMS (m/z)=483 (MH+).

Quelle