Water → HCID 86594429, compound

Participants

Reaction Steps

In 15 ml of a 4M hydrogen cloride/ethylacetate solution, 0.62 g of t-butyl 4-[4-(2-dimethylaminoethoxy)phenyl]piperazine-1-carboxylate was reacted. To a DMF (15 ml) solution of 0.86 g of a crude product obtained by evaporation of the solvent were added 0.34 g of WSC hydrochloride, 0.24 g of HOBt and 0.41 g of 6-(3,4-dimethoxyphenyl)pyridine-2-carboxylic acid, followed by 65 hours of reaction at room temperature. Further, 0.34 g of WSC hydrochloride, 0.24 g of HOBt and 0.50 ml of triethylamine were added thereto, followed by 8.5 hours of stirring at room temperature. Water was added to the reaction solution, followed by extraction with ethyl acetate. The organic layer was washed with water and brine and dried over anhydrous magnesium sulfate, and then the solvent was evaporated. The residue was purified by silica gel column chromatography (ethyl acetate) and then thus obtained compound was subjected to salt formation with 106 mg of oxalic acid. Recrystallization (ethanol) was carried out to obtain 253 mg of 1-[6-(3,4-dimethoxyphenyl)pyridine-2-carbonyl]-4-[4-(2-dimethylaminoethoxy)phenyl]piperazine dioxalate as pale yellow crystals.

Provenance & Evidence