Potassium Iodide → 2-[3-[4-[3-(Trifluoromethyl)phenyl]-1-piperazinyl]propyl]-1,2,4-triazolo[4,3-a]pyridin-3(2H)-one

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Reaction Steps

The hydrochloride salt of 1-(3-chloropropyl)-4-[3-(trifluoromethyl)phenyl]piperazine, 6.41 g. (0.0187 mole) is dissolved in dilute KOH solution and the free base which is formed is extracted into ether. The ether solution is washed with water and brine, dried over magnesium sulfate, and concentrated under reduced pressure to afford the desired free base. A suspension of 2.61 g. (0.0166 mole) of the sodium salt of 1,2,4-triazolo[4,3-a]pyridin-3(2H)-one and 5.09 g (0.0166 mole) of 1-(3-chloropropyl)-4-[3-(trifluoromethyl)phenyl]piperazine in 100 ml. of acetonitrile is treated with approximately 50 mg. of potassium iodide, and refluxed for 24 hrs. The mixture is then cooled and filtered, and the filtrate concentrated to an oil under reduced pressure. The residual oil solidifies when triturated with ether. This solid is recrystallized twice from ethanol to give 4.34 g. (58%) of product, m.p. 207.5°-209.5°.

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