78539-93-2

Basic information

• Product Name: 3-(4-chlorophenyl)[1,2,3]triazolo[1,5-a]pyridine
• CAS NO: 78539-93-2
• Molecular Formula: C₁₂H₈ClN₃
• Molecular Weight: 229.665
• Mol File: 78539-93-2.mol
• Article Data: 5

Chemical Properties

• Density: 1.35g/cm³
• Refractive Index: 1.689
• CAS DataBase Reference: 3-(4-chlorophenyl)[1,2,3]triazolo[1,5-a]pyridine(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(4-chlorophenyl)[1,2,3]triazolo[1,5-a]pyridine(78539-93-2)
• EPA Substance Registry System: 3-(4-chlorophenyl)[1,2,3]triazolo[1,5-a]pyridine(78539-93-2)

Safety Data

• Hazardous Substances Data: 78539-93-2(Hazardous Substances Data)

Usage

Class

Triazolopyridine derivatives

Use

Building block in synthesis of pharmaceuticals and agrochemicals

Potential Uses

Antifungal, anticancer, CNS depressant, anxiolytic agent

Biological Activities

Inhibits growth of cancer cells and fungi

Interest in scientific community

Diverse range of potential biological activities, promising candidate for further research and development

Upstream product

• 4350-41-8 2-(4-chlorobenzyl)pyridine 
• 104-88-1 4-chlorobenzaldehyde 
• 27652-89-7 (4-chlorophenyl)-2-pyridylmethanol 
• 98-98-6 2-Picolinic acid 
• 78539-96-5 2-[(4-chlorophenyl)(hydrazono)methyl]pyridine 
• 6318-51-0 2-(4-chlorobenzoyl)pyridine 

Downstream Products

• 64302-10-9 (4-chloro-2-hydroxyphenyl)(pyridin-2-yl)methanone 
• 131013-78-0 2-(4-chloro-benzhydryl)-pyridine 
• 122368-54-1 4-[(4-chlorophenyl)(pyridin-2-yl)methoxy]piperidine 

Relevant articles and documents

Indium-catalyzed denitrogenative transannulation of pyridotriazoles: Synthesis of pyrido[1,2- A[indoles

Pyrido[1,2-a]indoles are known for medicinally and pharmaceutically important compounds; however, the efficient synthetic routes are scarce in the literature. We report herein a convenient and efficient route to synthesize these molecules through indium-catalyzed transannulation of pyridotriazoles with arenes. A library of compounds have been synthesized employing the method developed with various substituted pyrido[1,2-a]indole derivatives in moderate to good yields. The density functional theory study using SMDDCB-M06/6-31++G(d,p)/LANL2DZ//B3LYP/6-31G(d)/LANL2DZ method suggests that the reactions proceed via indium-carbenoid complex.

Recyclable Heterogeneous Copper(II)-Catalyzed Oxidative Cyclization of 2-Pyridine Ketone Hydrazones towards [1,2,3]Triazolo[1,5-a]pyridines

The heterogeneous copper(II)-catalyzed oxidative cyclization of 2-pyridine ketone hydrazones was achieved in ethyl acetate at room temperature in the presence of an MCM-41-anchored bidentate 2-aminoethylamino copper(II) catalyst [MCM-41-2N-Cu(OAc) 2

Facile one-pot synthesis of [1,2,3]triazolo[1,5-a]pyridines from 2-acylpyridines by copper(II)-catalyzed oxidative N-N bond formation

An efficient and simple method for the synthesis of various [1,2,3]triazolo[1,5-a]pyridines has been established. The method involves a copper(II)-catalyzed oxidative N-N bond formation that uses atmospheric oxygen as the terminal oxidant following hydrazonation in one pot. The use of ethyl acetate as the solvent dramatically promotes the oxidative N-N bond-formation reaction and enables the application of oxidative cyclization in the efficient one-pot reaction. A mechanism for the reaction was proposed on the basis of the results of a spectroscopic study. In the same pot: [1,2,3]Triazolo[1,5-a] pyridines are synthesized from the corresponding 2-acylpyridines by a one-pot method, consisting of hydrazonation followed by oxidative cyclization through copper(II)-catalyzed N-N bond formation (see scheme).