Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 512740Generated: October 25, 2026

Dimethylformamide → 3-chloro-N-ethyl-1-(pyridin-3-yl)-1H-pyrazol-amine

https://huagongshe.com/reaction/512740

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantTrifluoroacetic acidHCID 6422—
Reactant3-Chloro-1-(pyridine-3-yl)-1H-pyrazole-5-carboxylic acid hydrochlorideHCID 118021782—
CatalystPalladium(II) trifluoroacetateHCID 2733347—
SolventDimethyl SulfoxideHCID 679—
Product3-chloro-N-ethyl-1-(pyridin-3-yl)-1H-pyrazol-amineHCID 118022192—

Reaction Conditions

Temperature100 °C

Reaction Steps

3-Chloro-1-(pyridin-3-yl)-1H-pyrazole-5-carboxylic acid hydrochloride (1.00 g, 2.50 mmol) was dissolved in a mixture of dimethylsulfoxide (0.625 mL) and N,N-dimethylformamide (11.9 ml). Trifluoroacetic acid (1.93 ml, 25.0 mmol) was added followed by the addition of palladium(II) trifluoroacetate (0.332 g, 1.00 mmol). The reaction was heated at 100° C. overnight, at which time LCMS indicated that a reaction had occurred but no desired product had been formed.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09102654B2
Source datasetuspto-grants-2015_08
ORD IDord-58cfa7153caf4708b2cd91deb220e683
Source noteuspto-grants-2015_08