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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 24625Generated: October 25, 2026

Ethyl Acetate → 4-(3,4-Dichlorophenyl)-6-methyl-2-phenyl-1,4-dihydropyrimidine-5-carboxylic acid (3-phenylpropyl) amide

https://huagongshe.com/reaction/24625

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantBenzamidine, hydrochlorideHCID 80289—
ReactantSodium AcetateHCID 517045—
Reactant2-acetyl-3-(3,4-dichlorophenyl)-N-(3-phenylpropyl)acrylamideHCID 86586027—
SolventDimethylformamideHCID 6228—
Product4-(3,4-Dichlorophenyl)-6-methyl-2-phenyl-1,4-dihydropyrimidine-5-carboxylic acid (3-phenylpropyl) amideHCID 20758885—

Reaction Conditions

Temperature60 °C

Reaction Steps

100 mg (0.266 mmol) of 2-acetyl-3-(3,4-dichlorophenyl)-N-(3-phenylpropyl)acrylamide was dissolved in 2 ml of DMF. 63.0 mg (0.400 mmol) of benzamidine hydrochloride and 26.0 mg (0.317 mmol) of sodium acetate were added to the obtained solution, and they were stirred at 60° C. overnight. Ethyl acetate was added to the reaction mixture and then the obtained mixture was washed with 1 N hydrochloric acid, saturated aqueous sodium hydrogencarbonate solution and saturated aqueous sodium chloride solution. The organic layer was dried over anhydrous magnesium sulfate and then concentrated under reduced pressure. The residue was purified by the silica gel chromatography (hexane/ethyl acetate=1/3) to obtain the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06855716B2
Source datasetuspto-grants-2005_02
ORD IDord-65f56a4908a64ba0a57887f19df6bc8a
Source noteuspto-grants-2005_02