Reaktion #2040656

Reaktionsgleichung

1-(3-chloropropyl)-6-methoxy-3-{2-[3-(2-quinolylmethoxy)benzyl]tetrazolyl}quinolin-2-one

N-(2-quinolylmethyl)piperazine

→

title compound

Ausbeute 182.9%

1-{3-[4-(2-quinolylmethyl)-1-piperazinyl]propyl}-6-methoxy-3-(2-[3-(2-quinolylmethoxy)benzyl]tetrazolyl)quinolin-2-one dihydrochloride

Ausbeute 182.9%

Lösungsmittel

chloroform methanol

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturto cool
2. 2
   Sonstigepurified
3. 3
   Sonstigewere collected
4. 4
   Einengenconcentrated under reduced pressure

Vorschrift

A mixture of 1-(3-chloropropyl)-6-methoxy-3-{2-[3-(2-quinolylmethoxy)benzyl]tetrazolyl}quinolin-2-one (179 mg, 0.316 mmol) and N-(2-quinolylmethyl)piperazine (287 mg, 1.26 mmol) was stirred under an argon flow at 120° C. for 2.5 hours. The mixture was allowed to cool, subjected to silica gel column chromatography (developer: chloroform-methanol (40:1)), and purified. Fractions including the target compound were collected, and concentrated under reduced pressure, to thereby obtain the free base of the title compound (219 mg, 0.289 mmol) as yellow oily matter. The thus-obtained free base of the title compound was dissolved in methanol (50 ml), and a solution of hydrochloric acid (4N) in ethyl acetate (144 μl, 0.576 mmol) was added to the resultant mixture. The mixture was crystallized from a methanol-diethylether mixture, to thereby obtain the title compound (184 mg, 0.22 mmol, 70.1%) as yellow powder.

Quelle