860297-14-9

Basic information

• Product Name: 1H-Indole-5-carbonitrile, 3-formyl-1-methyl-
• Synonyms: 1H-Indole-5-carbonitrile, 3-formyl-1-methyl-
• CAS NO: 860297-14-9
• Molecular Formula: C11H8N2O
• Molecular Weight: 184.197
• Mol File: 860297-14-9.mol
• Article Data: 8

Chemical Properties

• CAS DataBase Reference: 1H-Indole-5-carbonitrile, 3-formyl-1-methyl-(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-Indole-5-carbonitrile, 3-formyl-1-methyl-(860297-14-9)
• EPA Substance Registry System: 1H-Indole-5-carbonitrile, 3-formyl-1-methyl-(860297-14-9)

Safety Data

• Hazardous Substances Data: 860297-14-9(Hazardous Substances Data)

Usage

Derivative of indole

1H-Indole-5-carbonitrile, 3-formyl-1-methylis a derivative of indole, a core structure found in many biologically active compounds.

Formyl and methyl groups

The compound has a formyl group (-CHO) and a methyl group (-CH3) attached to the indole ring, giving it a unique structure.

Potential for biological and pharmacological activities

The presence of different functional groups on the indole ring allows for the formation of various derivatives with potential biological and pharmacological activities.

Use as an intermediate in synthesis

1H-Indole-5-carbonitrile, 3-formyl-1-methylis commonly used as an intermediate in the synthesis of various pharmaceuticals and other organic compounds.

Importance in medicinal chemistry and drug discovery

The compound is of interest in medicinal chemistry and drug discovery research due to its potential as a building block for the development of new drugs and therapeutic agents.

Upstream product

• 110-18-9 N,N,N,N,-tetramethylethylenediamine 
• 91634-11-6 N-methyl-5-cyanoindole 
• 75-50-3 trimethylamine 
• 67-68-5 dimethyl sulfoxide 
• 15861-24-2 1H-indole-5-carbonitrile 
• 17380-18-6 3-formyl-1H-indole-5-carbonitrile 
• 74-88-4 methyl iodide 

Relevant articles and documents

Recyclable and reusablen-Bu4NBF4/PEG-400/H2O system for electrochemical C-3 formylation of indoles with Me3N as a carbonyl source

A safe, practical and eco-friendly electrochemical methodology for the synthesis of 3-formylated indoles has been developed by the utilization of Me3N as a novel formylating reagent. Stoichiometric oxidants, metal catalysts, and activating agents were avoided in this method, and an aqueous biphasic system ofn-Bu4NBF4/PEG-400/H2O was used as a recyclable and reusable reaction medium, which made this electrosynthesis approach more sustainable and environmentally friendly. This process expanded the substrate scope and functional group tolerance for bothN-EDG andN-EWG indoles. Furthermore, late-stage functionalization and total/formal synthesis of drugs and natural products were realized by means of this route.

Visible-Light-Mediated α-Oxygenation of 3-(N,N-Dimethylaminomethyl)-Indoles to Aldehydes

The visible-light-mediated oxygenation of 3-N,N-(dimethylaminomethyl)-indoles bearing various substituents afforded a series of 3-carbaindole derivatives. Herein we describe the reaction scope, a plausible mechanism and a practical application of this transformation in the formal synthesis of (–)-vincorine is described as well.

I2-mediated C3-formylation of indoles by tertiary amine and H2O

An I2-promoted 3-formylation of free (N-H) and N-substituted indoles with tetramethylethylenediamine (TMEDA) and H2O as the carbonyl source is achieved, providing 3-formylindole in moderate to excellent yields with good functional gr