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
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | N,N-Dimethylglycine | HCID 673 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | Ethyl 3-iodobenzoate | HCID 143542 | — |
| Reactant | 3-Cyanoindole | HCID 230282 | — |
| Catalyst | Copper iodide | HCID 83717 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 3-(3-Cyanoindol-1-yl)benzoic acid ethyl ester | HCID 58437417 | 66.5% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08466152B2 |
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| Source dataset | uspto-grants-2013_06 |
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| ORD ID | ord-938d7c2e41d84be29903b181969b6a72 |
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| Source note | uspto-grants-2013_06 |
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