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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1727940Generated: October 26, 2026

Benzenepropanoic acid → N-[4-(3-chlorophenyl)-6-methyl-2-(methylthio)-5-pyrimidinyl]-3-phenylpropanamide

https://huagongshe.com/reaction/1727940

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzenepropanoic acidHCID 107—
ReactantPyridineHCID 1049—
ReactantDimethylformamideHCID 6228—
Reactant4-(3-Chlorophenyl)-6-methyl-2-(methylthio)-5-pyrimidinamineHCID 17854576—
SolventThionyl ChlorideHCID 24386—
ProductN-[4-(3-chlorophenyl)-6-methyl-2-(methylthio)-5-pyrimidinyl]-3-phenylpropanamideHCID 58981790—

Reaction Steps

51.4 mg (0.342 mmol) of 3-phenylpropionic acid was dissolved in 1 ml of thionyl chloride. A catalytic amount of DMF was added and stirred at room temperature for 3 hours. After the solvent was evaporated under reduced pressure, 45.4 mg (0.171 mmol) of 4-(3-chlorophenyl)-6-methyl-2-(methylthio)-5-pyrimidinamine and 1 ml of pyridine were added and stirred at 50° C. overnight. After the solvent was evaporated under reduced pressure, the reaction mixture was diluted with ethyl acetate and washed with 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=10/1 to 1/1) to obtain the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07494989B2
Source datasetuspto-grants-2009_02
ORD IDord-355e01a8406546aab0d06881e218ff4f
Source noteuspto-grants-2009_02