Sodium hydride → HCID 21481019, compound

Participants

Reaction Steps

In dimethylformamide was suspended 38 mg of sodium hydride. To the suspension were added 285 mg of 5,6-dimethoxy-3-[2-[4-(2-methoxyphenyl)-1-piperazinyl]ethyl]-3-methylthio-1,3-dihydro-2(2H)-indolone and 140 mg of 3,4-dimethoxybenzyl chloride. A sodium hydrogencarbonate aqueous solution was added to the reaction mixture, and the mixture was extracted three times with ethyl acetate. The organic layer was washed with a saturated sodium chloride aqueous solution and dried over anhydrous sodium sulfate. The solvent was evaporated, and the residue was dissolved in ethanol. Separately, an acetone solution containing 2.0 g of Raney nickel was refluxed, and the solvent was removed by decantation. To the residue was added the above prepared ethanol solution, followed by refluxing for 15 minutes. A precipitate was removed by filtration, the solvent was evaporated, and the residue was purified by silica gel column chromatography (hexane:ethyl acetate=1:2 to 0:1) to obtain 201 mg of the title compound.

Provenance & Evidence