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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1267667Generated: November 1, 2026

Water → N-[3-(3,4,5-trimethoxyphenyl)benzoyl]-N'-[[2-(3,4,5-trimethoxyphenyl)pyridin-4-yl]methyl]piperazine

https://huagongshe.com/reaction/1267667

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantTriethylamineHCID 8471—
Reactant1-[[2-(3,4,5-Trimethoxyphenyl)pyridin-4-yl]-methyl]piperazineHCID 12021155—
Reactant3-(3,4,5-Trimethoxyphenyl)benzoic acidHCID 22558066—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
SolventDichloromethaneHCID 6344—
ProductN-[3-(3,4,5-trimethoxyphenyl)benzoyl]-N'-[[2-(3,4,5-trimethoxyphenyl)pyridin-4-yl]methyl]piperazineHCID 18546841—

Reaction Steps

1-[[2-(3,4,5-Trimethoxyphenyl)pyridin-4-yl]methyl]-piperazine (226 mg), 3-(3,4,5-trimethoxyphenyl)benzoic acid (173 mg) and 4-(dimethylamino)pyridine (61 mg) were dissolved in dichloromethane (3 mL), and triethylamine (2.1 μL) was added to the solution. Water-soluble carbodiimide hydrochloride (115 mg) was added to the mixture at 0° C., and the resultant mixture was stirred for 2 hours at 0° C. and overnight at room temperature. The reaction mixture was concentrated under reduced pressure, ethyl acetate was added to the residue, and the resultant mixture was washed with a saturated aqueous solution of sodium hydrogencarbonate and saturated brine, dried over anhydrous sodium sulfate and then concentrated under reduced pressure. The residue was purified by column chromatography on silica gel (chloroform:methanol=40:1) to obtain the title compound as a free base.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06552188B2
Source datasetuspto-grants-2003_04
ORD IDord-f2cd371598c64c109e37a4cc5ddc6931
Source noteuspto-grants-2003_04