Reaktion #1094137

Reaktionsgleichung

1-Chloro-3-(4-methoxyphenyl)isoquinoline

4-ethylpiperidine

triethylamine

→

title compound

Ausbeute 15.3%

1-(4-Ethylpiperidin-1-yl)-3-(4-methoxyphenyl)isoquinolinehydrochloride

Ausbeute 15.3%

Lösungsmittel

N,N-dimethylformamide

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeThe reaction mixture was partitioned between ethyl acetate and water
2. 2
   WaschenThe resulting organic layer was washed with water
3. 3
   Trocknendried (over MgSO4)
4. 4
   Sonstigeevaporated
5. 5
   SonstigeThe resulting residue was purified by silica gel column chromatography (ethyl acetate/hexane system)
6. 6
   Sonstigerecrystallized from ethanol/isopropyl ether

Vorschrift

1-Chloro-3-(4-methoxyphenyl)isoquinoline (405 mg) and 4-ethylpiperidine (168 mg) were dissolved in N,N-dimethylformamide (5 ml), followed by the addition of triethylamine (251 ml), and the mixture was stirred at 80° C. overnight. The reaction mixture was partitioned between ethyl acetate and water. The resulting organic layer was washed with water, dried (over MgSO4) and evaporated. The resulting residue was purified by silica gel column chromatography (ethyl acetate/hexane system). Then the resulting product was converted into a hydrochloride in a conventional manner, and then recrystallized from ethanol/isopropyl ether, to give the hydrochloride of the title compound as a colorless crystals (87 mg, yield; 13%).

Quelle