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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1984715Generated: November 2, 2026

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

https://huagongshe.com/reaction/1984715

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantEthyl AcetateHCID 8857—
Reactant2-Acetylamino-4-methanesulfonyloxymethylpyridineHCID 23151034—
ReactantN-(3,5-Dimethylphenyl)-2-thioxo-1,2-dihydropyridine-3-carboxamideHCID 23151038—
SolventDimethylformamideHCID 6228—
Product2-(2-Acetylaminopyridin-4-ylmethylthio)-N-(3,5-dimethylphenyl)pyridine-3-carboxamideHCID 1118896481%

Reaction Steps

Or the compound is also synthesized in the following method. N-(3,5-Dimethylphenyl)-2-thioxo-1,2-dihydropyridine-3-carboxamide (Reference compound No. 10-1, 200 mg, 0.77 mmol) and 2-acetylamino-4-methanesulfonyloxymethylpyridine (Reference compound No. 13-1, 190 mg, 0.77 mmol) were suspended in N,N-dimethylformamide (2.0 mL) under ice-cooling and under nitrogen atmosphere, then triethylamine (0.22 mL, 1.5 mmol) was added thereto, and then the mixture was stirred for 2 hours at room temperature. Ethyl acetate (40 mL) was added to the reaction mixture, and then the whole was washed with water (30 mL) and brine (20 mL). The organic layer was dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure. The resulting solid was filtered off with the solvent mixture consisting of diisopropyl ether and ethyl acetate and dried under reduced pressure at 40° C. to give 250 mg of the target compound as a pale yellow solid. (Yield 81%)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07544703B2
Source datasetuspto-grants-2009_06
ORD IDord-748807e7a21b424fa1335d34d34145fb
Source noteuspto-grants-2009_06