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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 24606Generated: October 26, 2026

1H-Imidazole-1-propanamine → 4-(3-Chlorophenyl)-6-methyl-2-oxo-1,2,3,4-tetrahydropyrimidine-5-carboxylic acid (3-imidazole-1-yl-propyl)amide

https://huagongshe.com/reaction/24606

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1H-Imidazole-1-propanamineHCID 78736—
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-imidazole-1-yl-propyl)amideHCID 20758907—

Reaction Steps

200 mg (0.750 mmol) of 4-(3-chlorophenyl)-6-methyl-2-oxo-1,2,3,4-tetrahydropyrimidine-5-carboxylic acid and 113 mg (0.900 mmol) of 1-(3-aminopropyl)imidazole were dissolved in 10 ml of DMF. 216 mg (1.13 mmol) of 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 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-dbbb8bea22d74f7bb2152bfda1c2d1d6
Source noteuspto-grants-2005_02