82075-97-6

Basic information

• Product Name: 1H-Indole, 3-(3-phenyl-1,2,4-oxadiazol-5-yl)-
• CAS NO: 82075-97-6
• Molecular Formula: C16H11N3O
• Molecular Weight: 261.283
• Mol File: 82075-97-6.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: 1H-Indole, 3-(3-phenyl-1,2,4-oxadiazol-5-yl)-(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-Indole, 3-(3-phenyl-1,2,4-oxadiazol-5-yl)-(82075-97-6)
• EPA Substance Registry System: 1H-Indole, 3-(3-phenyl-1,2,4-oxadiazol-5-yl)-(82075-97-6)

Safety Data

• Hazardous Substances Data: 82075-97-6(Hazardous Substances Data)

Upstream product

• 5457-28-3 3-cyano-1H-indole 
• 698-16-8 benzohydroximoyl chloride 
• 19747-78-5 indole-3-carboxylic acid ethyl imido ester hydrochloride 
• 613-92-3 N-hydroxybenzenecarboximidamide 
• 19747-79-6 ethylimino ester of indole-3-carboxylic acid 
• 771-50-6 1H-indole-3-carboxylic acid 
• 1670-14-0 benzamidine monohydrochloride 
• 613-92-3 N-hydroxyl-benzamidine 

Downstream Products

• 1023731-39-6 C₂₂H₂₀N₄O₃ 
• 422564-89-4 3-(3-Phenyl-[1,2,4]-oxadiazol-5-yl)-1-[2-(morpholin-4-yl)ethyl]-1H-indole 

Relevant articles and documents

A metal-free tandem approach to prepare structurally diverse N-heterocycles: Synthesis of 1,2,4-oxadiazoles and pyrimidinones

A metal-free one-pot approach to the diversity oriented synthesis of N-heterocycles, 1,2,4-oxadiazoles and 2,6 disubstituted pyrimidin-4-ones is described via carboxamidation of amidines with aryl carboxylic acids and aryl propargylic acids. The reactions occur at room temperature forming N-acylamidines which undergo tandem nucleophilic addition-deamination- intramolecular cyclisation to give the corresponding heterocyclic compounds in good to excellent yields. This one pot approach has led to the successful synthesis of the drug lead molecule, ataluren, 3-(5-(2-fluorophenyl)-1,2,4- oxadiazol-3-yl) benzoic acid in two steps. the Partner Organisations 2014.

SYNTHESIS OF INDOLYL-CONTAINING 1,2,4-OXADIAZOLES BASED ON IMIDIC ESTERS OF THE INDOLE SERIES

The 1,3-dipolar cycloaddition of the N-oxides of nitriles, generated in situ from arylhydroxamoyl chlorides, with imidic esters of the indole series leads to 3,5-disubstituted 1,2,4-oxadiazoles containing indole fragments at position 5.