961-82-0

Basic information

• Product Name: 7-methyl-2-(4-nitrophenyl)imidazo[1,2-a]pyridine
• Synonyms: 7-methyl-2-(4-nitrophenyl)imidazo[1,2-a]pyridine
• CAS NO: 961-82-0
• Molecular Weight: 253.26
• Mol File: 961-82-0.mol

Chemical Properties

• CAS DataBase Reference: 7-methyl-2-(4-nitrophenyl)imidazo[1,2-a]pyridine(CAS DataBase Reference)
• NIST Chemistry Reference: 7-methyl-2-(4-nitrophenyl)imidazo[1,2-a]pyridine(961-82-0)
• EPA Substance Registry System: 7-methyl-2-(4-nitrophenyl)imidazo[1,2-a]pyridine(961-82-0)

Safety Data

• Hazardous Substances Data: 961-82-0(Hazardous Substances Data)

Upstream product

• 695-34-1 2-Amino-4-methylpyridine 
• 99-81-0 4-Nitrophenacyl bromide 
• 100-19-6 (4-nitrophenyl)ethanone 
• 10342-64-0 p-nitroacetophenone oxime 
• 296788-00-6 1-(4-nitrophenyl)ethanone O-acetyl oxime 

Downstream Products

• 64730-34-3 7-methyl-2-(4-aminophenyl)imidazo-[1,2-a]pyridine 
• 103779-34-6 N-[4-(7-Methyl-imidazo[1,2-a]pyridin-2-yl)-phenyl]-acetamide 
• 93764-91-1 7-methyl-2-(4-nitrophenyl)-3-nitrosoimidazo[1,2-a]pyridine 

Relevant articles and documents

Solvent and catalyst-free synthesis of imidazo[1,2-a]pyridines by grindstone chemistry

The present work describes the solvent and catalyst-free synthesis of imidazo[1,2-a]pyridines in excellent to nearly quantitative yields from 2-aminopyridines and a wide variety of ω-bromomethylketones using a grindstone procedure at 25°C to 30°C for 3 to

CuCl2-catalyzed N[sbnd]O bond cleavage of oxime esters: Approach to imidazoheterocycles and furo[3,2-c]chromenyl fused imidazoles

An articulate approach to a diverse set of imidazoheterocycles in good to high yields via a copper-catalyzed aza-annulation of several oxime esters with a group of 2-amino-azaarenes was developed. The above cyclization reaction probably proceeds via a single electron transfer process which embodies a new technique for creating two new C[sbnd]N bonds for imidazole ring synthesis. Gratifyingly, the implementation of this chemistry could be further stretched to the synthesis of a novel class of fused imidazoles bearing a furo[3,2-c]chromene moiety via a sequential C[sbnd]N bond formation, followed by C(sp2)-H functionalization/5-endo-dig-oxacyclization (C[sbnd]C and C[sbnd]O bonds) of in situ produced fused imidazoles with cyclic enynones in the presence of copper(II) as a π-electrophilic Lewis acid catalyst.

Novel one step synthesis of imidazo[1,2-a]pyridines and Zolimidine via iron/iodine-catalyzed Ortoleva-King type protocol

Imidazo[1,2-a]pyridines form versatile scaffolds in pharmaceutical industry arising from their diverse biological activities. The synthesis of these molecules thus has been of great interest and resulted in the development of a large number of new methodologies. Herein we describe the first iron-catalyzed Ortoleva-King type protocol towards the synthesis of these fused heterocyclic compounds. This methodology employs cheap and easily available FeCl3·6H2O and molecular iodine as the catalytic system. The procedure has been well explored by extending the substrate scope with a variety of aromatic ketones and 2-aminopyridines to furnish different imidazo[1,2-a]pyridine derivatives in moderate to good yields. A successful application of this protocol was also demonstrated by achieving direct one step synthesis of the gastro protective drug, Zolimidine.

Facile synthesis of imidazo[1,2-a]pyridines promoted by room-temperature ionic liquids under ultrasound irradiation

Abstract: A simple and efficient procedure for the synthesis of substituted imidazo[1,2-a]pyridines under ultrasound irradiation has been developed. The reactions were carried out using ionic liquids as catalyst. The reaction procedure demonstrated a broad substrate scope for both acetophenones and 2-aminopyridines, and provided convenient access to a wide variety of imidazo[1,2-a]pyridines. The present method offers several advantages compared to traditional heating methods such as higher yields, shorter reaction times, milder reaction conditions, and easier work-up procedure. Graphical abstract: [Figure not available: see fulltext.].

Copper catalyzed tandem oxidative C-H amination/cyclizations: Direct access to imidazo[1,2-a]pyridines

A simple and convenient strategy is described for the synthesis of imidazo[1,2-a]pyridines via inexpensive copper-catalyzed tandem imine formation and intramolecular aerobic oxidative C-H bond amination/cyclizations. An array of imidazo[1,2-a]pyridines were prepared by the reaction of readily available acetophenones and 2-aminopyridines in good to excellent yields (48-92%). The scope of the method was validated by a single step synthesis of Zolimidine, a drug used for peptic ulcers, in 61% yield. The Royal Society of Chemistry 2013.