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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 570847Generated: October 26, 2026

Cesium carbonate → 5-(3-Cyano-4-phenylpyrrole-1-yl)-2-methoxymethoxy-benzoic acid ethyl ester

https://huagongshe.com/reaction/570847

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
Reactant4-Phenyl-1H-pyrrole-3-carbonitrileHCID 3721460—
Reactant5-Bromo-2-methoxymethoxy-benzoic acid ethyl esterHCID 59477878—
CatalystCopper iodideHCID 83717—
SolventDimethyl SulfoxideHCID 679—
Product5-(3-Cyano-4-phenylpyrrole-1-yl)-2-methoxymethoxy-benzoic acid ethyl esterHCID 5947768960.3%

Reaction Conditions

Temperature75 °C

Reaction Steps

A mixture of 4-phenyl-1H-pyrrole-3-carbonitrile (0.2 g), 5-bromo-2-methoxymethoxy-benzoic acid ethyl ester (0.36 g), copper iodide (0.023 g), N,N-dimethylgrycine (0.025 g), cesium carbonate (0.39 g) and dimethylsulfoxide (3 mL) was stirred at 75° C. for 12 hours. After cooling to ambient temperature, the insoluble material was removed by filtration through Celite pad, and this filtrate was concentrated. This obtained residue was purified by column chromatography on silica gel (eluent: ethyl acetate/n-hexane=10/90-66/34) to give the title compound (0.27 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09023882B2
Source datasetuspto-grants-2015_05
ORD IDord-f1c7bbccf296464e94ceb25e50dbcd39
Source noteuspto-grants-2015_05