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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1258227Generated: October 27, 2026

N,N-Dimethylglycine → 3-(3-Cyanoindol-1-yl)benzoic acid ethyl ester

https://huagongshe.com/reaction/1258227

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN,N-DimethylglycineHCID 673—
ReactantCesium carbonateHCID 10796—
ReactantEthyl 3-iodobenzoateHCID 143542—
Reactant3-CyanoindoleHCID 230282—
CatalystCopper iodideHCID 83717—
SolventDimethyl SulfoxideHCID 679—
SolventEthyl AcetateHCID 8857—
Product3-(3-Cyanoindol-1-yl)benzoic acid ethyl esterHCID 5843741766.5%

Reaction Conditions

Temperature75 °C

Reaction Steps

To a solution of 1H-indole-3-carbonitrile (0.28 g) in dimethyl sulfoxide (3 mL) were added 3-iodobenzoic acid ethyl ester (0.61 g), cesium carbonate (0.65 g), copper iodide (0.038 g) and N,N-dimethyl glycine (0.041 g), this mixture was stirred at 75° C. for 3 days. To this reaction mixture was added ethyl acetate, the insoluble material was removed by filtration and this filtrate was concentrated under reduced pressure. To this residue was added water, the precipitated solid was collected by filtration, and washed with water and n-hexane, and dried under reduced pressure at 40° C. to give the title compound (0.38 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08466152B2
Source datasetuspto-grants-2013_06
ORD IDord-938d7c2e41d84be29903b181969b6a72
Source noteuspto-grants-2013_06