6294-65-1

Basic information

• Product Name: 2-(pyridin-3-yl)quinoline
• Synonyms: quinoline, 2-(3-pyridinyl)-
• CAS NO: 6294-65-1
• Molecular Formula: C₁₄H₁₀N₂
• Molecular Weight: 206.2426
• Mol File: 6294-65-1.mol
• Article Data: 39

Chemical Properties

• Boiling Point: 385.8°C at 760 mmHg
• Flash Point: 171.1°C
• Density: 1.176g/cm³
• Vapor Pressure: 8.26E-06mmHg at 25°C
• Refractive Index: 1.662
• CAS DataBase Reference: 2-(pyridin-3-yl)quinoline(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(pyridin-3-yl)quinoline(6294-65-1)
• EPA Substance Registry System: 2-(pyridin-3-yl)quinoline(6294-65-1)

Safety Data

• Hazardous Substances Data: 6294-65-1(Hazardous Substances Data)

Usage

Chemical Structure

Quinoline ring fused with a pyridine ring

Applications

Pharmaceuticals: Building block for synthesis
Agrochemicals: Used in the production of agricultural chemicals
Materials: Employed in various industrial applications

Biological and Industrial Applications

Anti-cancer agent: Studied for potential anti-cancer properties
Fluorescent probe: Used for detecting metal ions in biological and environmental samples

Modulation of Activity

Enzymes and Receptors: Known to modulate their activity

Drug Discovery and Development

Considered as an important target for drug discovery efforts

Upstream product

• 626-55-1 3-Bromopyridine 
• 612-62-4 2-Chloroquinoline 
• 59-31-4 2-hydroxyquinoline 
• 1692-25-7 3-pyridylboronic acid 
• 1120-90-7 3-iodopyridine 
• 6560-83-4 2-iodoquinoline 
• 350-03-8 methyl-3-pyridylketone 
• 529-23-7 o-aminobenzaldehyde 
• 2510-23-8 3-Ethynylpyridine 
• 271-58-9 anthranil 
• 5344-90-1 2-Aminobenzyl alcohol 
• 3240-21-9 1-(pyridin-3-yl)ethanone O-acetyl oxime 
• 16133-25-8 Pyridine-3-sulfonyl chloride 
• 91-22-5 quinoline 

Relevant articles and documents

SmI2-mediated C-alkylation of Ketones with Alcohols under Microwave Conditions: A Novel Route to Alkylated Ketones

A novel protocol is developed towards the preparation of alkylated ketones from alcohols in presence of catalytic amount of SmI2 and base with the elimination of water as a single by-product under microwave irradiation conditions. Furthermore, applicability of this methodology to the synthesis of Donepezil and late-stage functionalization in Pregnenolone is also reported. Successful application of this methodology in Friedl?nder quinolone synthesis using 2-aminobenzyl alcohol and various acetophenones expand the synthetic utility of this protocol.

Mild and efficient copper-catalyzed oxidative cyclization of oximes with 2-aminobenzyl alcohols at room temperature: synthesis of polysubstituted quinolines

A simple and efficient ligand-free Cu-catalyzed protocol for the synthesis of polysubstituted quinolinesviaoxidative cyclization of oxime acetates with 2-aminobenzyl alcohols at room temperature has been developed. The presented approach provides a new synthetic pathway leading to polysubstituted quinolines with good functional group tolerance under mild conditions. Moreover, this transformation can be applied for the preparation of quinolines on a gram scale. Oxime acetates serve as the internal oxidants in the reactions, thus making this method very attractive.

Iron catalyzed metal-ligand cooperative approaches towards sustainable synthesis of quinolines and quinazolin-4(3H)-ones

Herein we report simple, efficient, and economically affordable metal-ligand cooperative strategies for synthesizing quinolines and quinazolin-4(3H)-ones via dehydrogenative functionalization of alcohols. Various polysubstituted quinolines and quinazolin-4(3H)-ones were prepared in good yields via dehydrogenative coupling of readily available alcohols with ketones and 2-aminobenzamides, respectively under air using a well-defined Fe(II)-catalyst, ([FeL1Cl2] (1)) bearing a redox-active azo-aromatic pincer 2-((4-chlorophenyl)diazenyl)-1,10-phenanthroline) (L1). Control experiments and mechanistic investigation disclose that the one-electron reduced mono-anionic species [1]? bearing an iron-stabilized azo-anion radical ligand catalyzes these reactions. Both iron and the redox-active arylazo ligand participate synergistically during the different steps of these catalytic reactions.