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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 602308Generated: October 31, 2026

Triethylamine → 2-(2-Acetylaminopyrimidin-4-ylmethylthio)-N-(3,5-dimethylphenyl)pyridine-3-carboxamide

https://huagongshe.com/reaction/602308

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantEthyl AcetateHCID 8857—
ReactantN-(3,5-Dimethylphenyl)-2-thioxo-1,2-dihydropyridine-3-carboxamideHCID 23151038—
Reactant2-Acetylamino-4-chloromethylpyrimidineHCID 45119260—
SolventDimethylformamideHCID 6228—
Product2-(2-Acetylaminopyrimidin-4-ylmethylthio)-N-(3,5-dimethylphenyl)pyridine-3-carboxamideHCID 1196485552%

Reaction Steps

Triethylamine (45 μL, 0.32 mmol) was added to a solution of N-(3,5-dimethylphenyl)-2-thioxo-1,2-dihydropyridine-3-carboxamide (28 mg, 0.11 mmol, Reference Compound No. 13-1) and 2-acetylamino-4-(chloromethyl)pyrimidine (18 mg, 0.10 mmol, Reference Compound No. 11-1) in anhydrous N,N-dimethylformamide (1.0 mL) at room temperature, and the mixture was stirred for 16 hours. Ethyl acetate (30 mL) was added thereto, then the whole was washed with saturated aqueous sodium hydrogen carbonate solution (30 mL) and brine (30 mL), and the organic layer was dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure, and then the precipitated solid was filtered off with diethyl ether and washed. The solid was dried at 50° C. under reduced pressure to give 21 mg of the target compound as a light orange solid (Yield: 52%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07906511B2
Source datasetuspto-grants-2011_03
ORD IDord-ac146673aa2947188d00dae1017566d2
Source noteuspto-grants-2011_03