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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 517368Generated: October 30, 2026

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

https://huagongshe.com/reaction/517368

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantTrifluoroacetic acidHCID 6422—
Reactant3-Chloro-1-(pyridine-3-yl)-1H-pyrazole-5-carboxylic acid hydrochlorideHCID 118021782—
CatalystHCID 131732810HCID 131732810—
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/trifluoroacetic acid (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 numberUS09115115B1
Source datasetuspto-grants-2015_08
ORD IDord-486e43c77dac48f395a1a94dd5a1f27d
Source noteuspto-grants-2015_08