2,6-Pyridinedicarboxylic acid → HCID 18348592, compound

Participants

Reaction Steps

To a mixture of 4-benzyl-1-[8-(4,5,6,7-tetramethoxy-2-phenylindan-2-yl)octyl]piperazine (713 mg), 2,6-pyridinedicarboxylic acid (597 mg), THF (14 ml), and water (7 ml) was dropwise added a solution of CAN (2.59 g) in water (7 ml) with cooling with ice. After the reaction mixture was stirred for 15 min, saturated aqueous sodium bicarbonate was added to the reaction mixture, which was extracted with ethyl acetate. The organic layer was washed with saturated aqueous sodium bicarbonate and saturated aqueous sodium chloride and dried. The solvent was removed in vacuo. The residue was purified by alumina column chromatography (hexane to hexane:ethyl acetate 8:1) and then with recrystallization from hexane-diethyl ether to yield the entitled compound (310 mg) as crystals.

Provenance & Evidence