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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1907369Generated: November 1, 2026

Ethanamine, 2,2,2-trifluoro- → HCID 43088331, compound

https://huagongshe.com/reaction/1907369

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanamine, 2,2,2-trifluoro-HCID 9773—
Reactant1-HydroxybenzotriazoleHCID 75771—
Reactant4-Chloropyridine-2-carboxylic acidHCID 230890—
Reactant1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 2723939—
SolventWaterHCID 962—
SolventDichloromethaneHCID 6344—
ProductHCID 43088331HCID 4308833157.5%

Reaction Steps

1-hydroxybenzotriazole (0.53 g, 3.5 mmol), 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (WSC) (0.67 g, 3.5 mmol) and 2,2,2-trifluoroethyl amine (0.51 ml. 6.35 mmol) were added to a dichloromethane solution (5 ml) of 4-chloropyridine-2-carboxylic acid (0.5 g, 3.17 mmol) and the mixture was stirred at room temperature for one hour. Water was added to the reaction solution, which was then extracted with ethyl acetate. The extraction solution with ethyl acetate was dried over magnesium sulfate and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (n-hexane:ethyl acetate=11:1→5:1). The purified product was concentrated to dryness under reduced pressure to obtain N-(2,2,2-trifluoroethyl)-4-chloropyridine-2-carboxamide (435 mg) as white powder.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08598162B2
Source datasetuspto-grants-2013_12
ORD IDord-3ab2e7c97ad04210b37fba0e518ffe6b
Source noteuspto-grants-2013_12