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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 925411Generated: November 1, 2026

Pyridine → ethyl 3-acetyl-1-(5-chloro-2-methylphenyl)-1H-pyrazole-5-carboxylate

https://huagongshe.com/reaction/925411

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPyridineHCID 1049—
Reactant(5-Chloro-2-methylphenyl)boronic acidHCID 2773336—
Reactant5-Acetyl-2H-pyrazole-3-carboxylic acid ethyl esterHCID 16220430—
CatalystCupric acetateHCID 8895—
SolventDichloromethaneHCID 6344—
Productethyl 3-acetyl-1-(5-chloro-2-methylphenyl)-1H-pyrazole-5-carboxylateHCID 7087338343.8%

Reaction Steps

A mixture of ethyl 3-acetyl-1H-pyrazole-5-carboxylate (364 mg, 2.0 mmol), (5-chloro-2-methylphenyl)boronic acid (680 mg, 4.0 mmol), copper(II) acetate (571 mg, 3.0 mmol) and pyridine (0.32 mL, 4 mmol) in DCM (10 mL) was stirred at r.t. under an air atmosphere for 48 h. After removal of the insolubles by filtration, the filtrate was washed with water and saturated brine, dried over anhydrous sodium sulfate, concentrated in vacuo and purified by flash chromatography (hexane/AcOEt, 90/10) to obtain ethyl 3-acetyl-1-(5-chloro-2-methylphenyl)-1H-pyrazole-5-carboxylate as a white solid (269 mg, 43%),

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09284298B2
Source datasetuspto-grants-2016_03
ORD IDord-8ef16a13ab8e48d197f7c9467306f6f1
Source noteuspto-grants-2016_03