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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1026751Generated: October 29, 2026

Cesium carbonate → ethyl 1-[4-(trifluoromethoxy)phenyl]-1H-pyrazole-4-carboxylate

https://huagongshe.com/reaction/1026751

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
Reactantethyl 1H-pyrazole-4-carboxylateHCID 142179—
Reactanttrans-N,N'-dimethyl-1,2-cyclohexanediamineHCID 2733821—
Reactant1-Iodo-4-(trifluoromethoxy)benzeneHCID 2777294—
CatalystCopper iodideHCID 83717—
Solvent1,4-DioxaneHCID 31275—
Productethyl 1-[4-(trifluoromethoxy)phenyl]-1H-pyrazole-4-carboxylateHCID 448188539.6%

Reaction Conditions

Temperature100 °C

Reaction Steps

A solution of ethyl 4-pyrazolecarboxylate (500 mg), 4-(trifluoromethoxy)iodobenzene (1.00 g), trans-1,2-bis(methylamino)cyclohexane (100 mg), copper iodide (70 mg) and cesium carbonate (1.7 g) in dioxane (5.0 mL) was stirred while heating at 100° C. for 5 hr. The reaction mixture was filtered through Celite and the solvent was then distilled off under reduced pressure. The resulting residue was purified by column chromatography (silica gel cartridge, hexane:ethyl acetate=98:2-80:20) to afford ethyl 1-[4-(trifluoromethoxy)phenyl]-1H-pyrazole-4-carboxylate (100 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08729271B2
Source datasetuspto-grants-2014_05
ORD IDord-dcfc75416d304d979c185c5d78ac54a8
Source noteuspto-grants-2014_05