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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 24598Generated: October 25, 2026

3,3-Diphenylpropylamine → 4-(3-Chlorophenyl)-6-methyl-2-oxo-1,2,3,4-tetrahydropyrimidine-5-carboxylic acid (3,3-diphenylpropyl)amide

https://huagongshe.com/reaction/24598

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3,3-DiphenylpropylamineHCID 79698—
Reactant1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 2723939—
Reactant4-(3-Chlorophenyl)-6-methyl-2-oxo-1,2,3,4-tetrahydropyrimidine-5-carboxylic acidHCID 22570182—
SolventDimethylformamideHCID 6228—
Product4-(3-Chlorophenyl)-6-methyl-2-oxo-1,2,3,4-tetrahydropyrimidine-5-carboxylic acid (3,3-diphenylpropyl)amideHCID 9868849—

Reaction Steps

150 mg (0.562 mmol) of 4-(3-chlorophenyl)-6-methyl-2-oxo-1,2,3,4-tetrahydropyrimidine-5-carboxylic acid and 178 mg (0.843 mmol) of 3,3-diphenylpropylamine were dissolved in 10 ml of DMF. 162 mg (0.843 mmol) of 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (hereinafter referred to as WSC hydrochloride) was added to the obtained solution under cooling with ice, and they were stirred at room temperature overnight. After the concentration under reduced pressure, the reaction mixture was diluted with ethyl acetate and then 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 (dichloromethane/methanol=50/1 to 10/1) to obtain the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06855716B2
Source datasetuspto-grants-2005_02
ORD IDord-6e0a981b1f3249289eb90043e574159f
Source noteuspto-grants-2005_02