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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 530921Generated: October 27, 2026

Citric Acid → 3-Ethylsulfanyl-5-trifluoromethylpyridin-2-carboxylic acid [2-(2,2,2-trifluoroethyl)amino-5-trifluoromethylpyridin-3-yl]amide

https://huagongshe.com/reaction/530921

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCitric AcidHCID 311—
Reactant1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 15908—
Reactant1-HydroxybenzotriazoleHCID 75771—
Reactant3-Ethylsulfanyl-5-trifluoromethylpicolinic acidHCID 71246893—
ReactantN2-(2,2,2-trifluoroethyl)-5-trifluoromethylpyridine-2,3-diamineHCID 86725179—
SolventPyridineHCID 1049—
Product3-Ethylsulfanyl-5-trifluoromethylpyridin-2-carboxylic acid [2-(2,2,2-trifluoroethyl)amino-5-trifluoromethylpyridin-3-yl]amideHCID 8672518090.8%

Reaction Steps

A mixture of N2-(2,2,2-trifluoroethyl)-5-trifluoromethylpyridin-2,3-diamine (0.52 g), 3-ethylsulfanyl-5-trifluoromethylpyridin-2-carboxylic acid (0.50 g), WSC (0.46 g), HOBt (27 mg) and pyridine (2 ml) was stirred at room temperature for 3 hours. To the reaction mixture was poured aqueous 10% citric acid solution, and then the mixture was extracted with ethyl acetate. The organic layer was washed with water, dried over sodium sulfate, and concentrated under reduced pressure to give 3-ethylsulfanyl-5-trifluoromethylpyridin-2-carboxylic acid [2-(2,2,2-trifluoroethyl)amino-5-trifluoromethylpyridin-3-yl]amide (0.89 g), which is hereinafter referred to as “intermediate compound (M3-44)”.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09353110B2
Source datasetuspto-grants-2016_05
ORD IDord-8babe53d2f4c45229030d8dec02d647d
Source noteuspto-grants-2016_05