Tetrahydrofuran → HCID 9802919, compound

Participants

Reaction Steps

To a THF (20 ml) solution of 500 mg of 6-(3,4-dimethoxyphenyl)pyridine-2-carboxylic acid were added 0.18 ml of oxalyl chloride and one drop of DMF under ice cooling. After 30 minutes ofstirring, the reaction solution was added dropwise to a pyridine (10 ml) solution of 370 mg of 4-(4-methoxyphenyl)piperazine under ice cooling. The mixture was warmed to room temperature and further stirred for 30 minutes. Water was added to the reaction solution, followed by extraction with ethyl acetate. The organic layer was washed with brine and dried over anhydrous magnesium sulfate, and then the solvent was evaporated. The residue was purified by silica gel column chromatography (chloroform-methanol) and recrystallization was further carried out from ethyl acetate-acetonitrile to obtain 370 mg of 1-[6-(3,4-dimethoxyphenyl)pyridine-2-carbonyl]-4-(4-methoxyphenyl)piperazine as colorless crystals.

Provenance & Evidence