Hydrochloric Acid → HCID 9890146, compound

Participants

Reaction Steps

Lithium borohydride (3 mg) was added to a tetrahydrofuran solution (2 ml) containing the 1-[4-cyano-5-methyl-4-(4-carbomethoxyphenyl)hexyl]-4-[2-(4-fluorophenoxy)ethyl]piperazine (64 mg) obtained in Example 12, and the mixture was heated under reflux for 3 hours. The reaction mixture was cooled to room temperature, then 1 N hydrochloric acid (1 ml) was added thereto, and the mixture was stirred at room temperature for 10 minutes. The organic layer was partitioned by adding aqueous saturated sodium bicarbonate and ethyl acetate, washed with water, and dried over sodium sulfate anhydrous. The residue obtained by evaporation was purified by Cromatorex NH silica gel column chromatography (hexane/ethyl acetate system) to give the title compound (57 mg, 95%) as a colorless oil. 4 N hydrogen chloride/ethyl acetate solution was added at room temperature to a solution of this free compound (27 mg) in methanol. The solution was stirred for 10 minutes, and then the solvent was evaporated, whereby the hydrochloride (31 mg) of the title compound was obtained.

Provenance & Evidence