Sodium Hydroxide → 1-(2-ethoxy-ethyl)-3-(1-{3-[4-(2H-tetrazol-5-yl)-phenoxy]-propyl}-piperidin-4-yl)-1H-indole

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Reaction Steps

To a solution of 0.108 g (0.25 mmol) of 4-(3-{4-[l-(2-ethoxyethyl)-1H-indol-3-yl]-piperidin-1-yl}-propoxy)-benzonitrile in 1.5 mL of anhydrous DMF, 0.110 g (2 mmol) of ammonium chloride and 0.135 g (2 mmol) of sodium azide were added. The crude mixture was heated at 110° C. for 18 hours and after cooling at room temperature, 1 mL of an aqueous solution of 2N sodium hydroxide was added. The mixture was taken to pH=6 and the aqueous phase was extracted with ethyl acetate. After purification by flash cromatography over silica gel 0.05 g (41% yield) of the desired product were obtained.

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