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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1748474Generated: October 30, 2026

N,N'-Dimethylethylenediamine → HCID 81504459, compound

https://huagongshe.com/reaction/1748474

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN,N'-DimethylethylenediamineHCID 8070—
ReactantPotassium Phosphate, TribasicHCID 62657—
Reactant2-Chloro-5-(trifluoromethyl)pyridineHCID 92342—
Reactantethyl 1H-pyrazole-4-carboxylateHCID 142179—
CatalystCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
SolventWaterHCID 962—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 81504459HCID 8150445912.7%

Reaction Conditions

Temperature120 °C

Reaction Steps

Copper (I) iodide (2.87 g), tripotassium phosphate (15.89 g) and N,N′-dimethylethylenediamine (4.8 ml) were added to a solution of 1H-pyrazole-4-carboxylic acid ethyl ester (2.1 g) and 2-chloro-5-(trifluoromethyl)pyridine (3.26 g) in 1,4-dioxane (150 ml), and the mixture was stirred at 120° C. for three hours. After completion of the reaction, the reaction solution was cooled to room temperature, water was added therein and extracted with ethyl acetate three times. The organic layer was washed with water and saturated brine, dried over anhydrous sodium sulfate and concentrated. The resulting residue was purified with silica gel column chromatography (n-hexane/ethyl acetate) to give 1-[5-(trifluoromethyl)pyridin-2-yl]-1H-pyrazole-4-carboxylic acid ethyl ester (544 mg) as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09150555B2
Source datasetuspto-grants-2015_10
ORD IDord-6f8963c409824fa594e83c9d1575ee9f
Source noteuspto-grants-2015_10