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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1727941Generated: October 26, 2026

Pyridine → N-[4-(3-chlorophenyl)-6-methyl-2-(methylthio)-5-pyrimidinyl]-4-phenylbutanamide

https://huagongshe.com/reaction/1727941

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPyridineHCID 1049—
Reactant4-Phenylbutyric AcidHCID 4775—
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]-4-phenylbutanamideHCID 58981796—

Reaction Steps

56.2 mg (0.342 mmol) of 4-phenylbutyric 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-342d3c3b7b3f44e28d6ab587a6d887d9
Source noteuspto-grants-2009_02