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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 713657Generated: October 31, 2026

1-Hydroxybenzotriazole → 3-ethylsulfanyl-N-methyl-5-trifluoromethyl-N-(5-trifluoromethylpyridin-2-yl)picolinamide

https://huagongshe.com/reaction/713657

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-HydroxybenzotriazoleHCID 75771—
ReactantSodium BicarbonateHCID 516892—
Reactant1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 2723939—
ReactantN-Methyl-5-(trifluoromethyl)pyridin-2-amineHCID 18526206—
Reactant3-Ethylsulfanyl-5-trifluoromethylpicolinic acidHCID 71246893—
SolventPyridineHCID 1049—
Product3-ethylsulfanyl-N-methyl-5-trifluoromethyl-N-(5-trifluoromethylpyridin-2-yl)picolinamideHCID 11811342322.1%

Reaction Steps

A mixture of 0.35 g of 2-methylamino-5-trifluoromethylpyridine, 0.50 g of 3-ethylsulfanyl-5-trifluoromethylpicolinic acid, 0.46 g of EDCI hydrochloride, 0.02 g of HOBt and 3 mL of pyridine was stirred at room temperature for 3 hours. A saturated aqueous sodium bicarbonate solution was poured to the reaction mixture, and the mixture was extracted with ethyl acetate. The organic layer was dried over anhydrous sodium sulfate and then concentrated under reduced pressure, and the resulting residue was applied to a silica gel column chromatography to obtain 0.18 g of 3-ethylsulfanyl-N-methyl-5-trifluoromethyl-N-(5-trifluoromethylpyridin-2-yl)picolinamide (hereinafter, referred to as Compound of Present Invention 24).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09185910B2
Source datasetuspto-grants-2015_11
ORD IDord-458a5450666b49328c77ae9d77320c27
Source noteuspto-grants-2015_11