128200-45-3

Usage

Uses

Used in Pharmaceutical Synthesis:
1-Ethyl-1H-indole-3-carbonitrile is used as a key building block for the synthesis of pharmaceuticals, leveraging its ability to interact with biological targets to contribute to the development of new drugs.
Used in Organic Compounds Synthesis:
1-ETHYL-1H-INDOLE-3-CARBONITRILE is utilized as an intermediate in the production of other organic compounds, highlighting its role in expanding the scope of organic synthesis.
Used in Biochemical Research:
1-Ethyl-1H-indole-3-carbonitrile is employed in biochemical research to explore its interactions with biological systems, potentially leading to advancements in understanding and treating various diseases.
Used in Organic Synthesis and Medicinal Chemistry:
1-ETHYL-1H-INDOLE-3-CARBONITRILE's properties make it a valuable asset in organic synthesis and medicinal chemistry, where it can be used to create a variety of chemical entities with therapeutic potential.

InChI:InChI=1/C11H10N2/c1-2-13-8-9(7-12)10-5-3-4-6-11(10)13/h3-6,8H,2H2,1H3

Upstream product

• 58494-59-0 N-ethyl-3-formylindole 
• 10604-59-8 N-Ethylindole 
• 68-12-2 N,N-dimethyl-formamide 
• 110-18-9 N,N,N,N,-tetramethylethylenediamine 
• 250355-38-5 3-formyl-1-(2-iodoethyl)indole 
• 134785-54-9 1-(2-chloroethyl)-1H-indole-3-carbaldehyde 
• 487-89-8 Indole-3-carboxaldehyde 
• 201230-82-2 carbon monoxide 
• 250355-41-0 1-(2-iodoethyl)-1H-indole-3-carbonitrile 

Relevant academic research and scientific papers

An insight on the influence of surface Lewis acid sites for regioselective C–H bond C3-cyanation of indole using NH4I and DMF as combined cyanide source over Cu/SBA-15 catalyst

The Cu dispersed on mesoporous SBA-15 has demonstrated the regioselective C–H bond C3-cyanation of indoles by in-situ generation of –CN using DMF and NH4I in presence of O2. Pyridine adsorbed diffuse reflectance infrared spectroscopy (DRIFTS) results revealed that surface Cu2+ species are acting as Lewis acid sites in the in-situ generation of cyano- group for the synthesis of indole nitriles. A direct correlation between Cu metal surface area and the indole nitrile yields are established and the dual role of copper is substantiated by N2O titration and XPS techniques. The 10 wt%Cu/SBA-15 demonstrated superior performance when compared to Pd, Ru supported on SBA-15. The 10 wt%Cu/SBA-15 catalyst showed consistent activity and selectivity after the 4th cycle.

Copper-mediated cyanation of indoles and electron-rich arenes using DMF as a single surrogate

The copper-mediated cyanation of indoles with DMF as a single surrogate has been realized. This approach could be applied for the cyanation of some electron-rich arenes and aryl aldehydes as well. Aryl aldehydes were demonstrated to be the key intermediates in the cascade process of cyanation of indoles and electron-rich arenes.

Copper-mediated C3-cyanation of indoles by the combination of amine and ammonium

A copper-promoted C3-cyanation of both the free N-H and N-protected indoles by N,N,N′,N′-tetramethyl-ethane-1,2-diamine (TMEDA) and ammonium is achieved. The iminium ion acts as the intermediate in this transformation, which is sequentially electrophilically attacked by indole and H2O followed by hydrolyzation to form the aldehyde. Then the reaction between the aldehyde and ammonium afforded nitriles. The reaction employs O2 as a clean oxidant with good efficiency and functional group tolerance. Thus, it represents a facile and safe procedure leading to 3-cyano indoles. The Royal Society of Chemistry 2014.

A tandem carbonylation/cyclization radical process of 1-(2-iodoethyl)indoles and pyrrole

The AIBN-induced radical reaction of 1-(2-iodoethyl)indoles and pyrroles with Bu3SnH under 80 atm of CO was examined. Carbon monoxide was efficiently trapped by an alkyl radical to form an acyl radical which underwent intramolecular addition to the aromatic system to produce bicyclic aromatic ketones after in situ oxidation.