Pyridine → HCID 14835767, compound

Participants

Reaction Steps

1.96 g of (E)-3-(4-methylsulfinylphenyl)allyl alcohol was dissolved in 40 ml of methylene chloride. To the solution were added 1.34 g of 4-N,N-dimethylamino)pyridine and 2.19 g of p-toluenesulfonyl chloride with ice-cooling. The mixture was stirred for 4 hours at room temperature. To the reaction mixture were added 1.32 g of triethylamine and 3.15 g of 5-(piperazin- 1-yl)-10,11-dihydro-5H-benzo[4,5]cyclohepta[1,2-b]pyridine dihydrate. The mixture was stirred for 5 hours at room temperature. The reaction mixture was washed with water and a saturated aqueous sodium chloride solution in this order, and dried over anhydrous magnesium sulfate. The solvent was removed by distillation under reduced pressure. The residue was purified by a column chromatography (eluant: chloroform/methanol=35/1) to obtain 2.31 g of 5-[4-{(E)-3-(4-methylsulfinylphenyl)allyl}piperazin-1-yl]-10,11-dihydro-5H-benzo-[4,5]cyclohepta[1,2-b]pyridine. It was recrystallized from isopropyl alcohol to obtain 1.85 g of colorless crystals having a melting point of 166°-168° C.

Provenance & Evidence