Ethanol → HCID 86594431, compound

Participants

Reaction Steps

To an ethanol (37 ml) and water (13 ml) mixed solution of 1.42 g of (±)-trans-1-[6-(3,4-dimethoxyphenyl)pyridine-2-carbonyl]-2,5-dimethyl-4-(4-nitrophenyl)piperazine were added 0.16 g of ammonium chloride and 1.66 g of reduced iron, followed by 0.5 hour of heating under reflux. The reaction solution was filtered through celite and the filtrate was concentrated under reduced pressure. An aqueous saturated sodium hydrogen carbonate solution was added to thus obtained residue, followed by extraction with chloroform. The organic layer was washed with brine and then dried over anhydrous magnesium sulfate, and thereafter, the solvent was evaporated. The residue was purified by silica gel column chromatography (chloroform-methanol) and the obtained compound was treated with a 4M hydrogen chloride/ethyl acetate solution to form its salt. Then, the solvent was evaporated and the residue was washed with ethyl acetate to obtain 582 mg of (±)-trans-4-{4-[6-(3,4-dimethoxyphenyl)pyridine-2-carbonyl]-2,5-dimethylpiperazin-1-yl}aniline hydrochloride hydrate as pale yellow crystals.

Provenance & Evidence