838-32-4

Basic information

• Product Name: 2-(4-BROMO-PHENYL)-7-METHYL-IMIDAZO[1,2-A]PYRIDINE
• Synonyms: 2-(4-BROMO-PHENYL)-7-METHYL-IMIDAZO[1,2-A]PYRIDINE
• CAS NO: 838-32-4
• Molecular Formula: C₁₄H₁₁BrN₂
• Molecular Weight: 287.15454
• Mol File: 838-32-4.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2-(4-BROMO-PHENYL)-7-METHYL-IMIDAZO[1,2-A]PYRIDINE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(4-BROMO-PHENYL)-7-METHYL-IMIDAZO[1,2-A]PYRIDINE(838-32-4)
• EPA Substance Registry System: 2-(4-BROMO-PHENYL)-7-METHYL-IMIDAZO[1,2-A]PYRIDINE(838-32-4)

Safety Data

• Hazardous Substances Data: 838-32-4(Hazardous Substances Data)

Usage

Class

Imidazo[1,2-a]pyridine compounds It belongs to a specific group of organic compounds characterized by a pyridine ring fused to an imidazole ring.

Molecular structure

Pyridine ring fused to an imidazole ring The compound's core structure features a five-membered nitrogen-containing pyridine ring connected to a five-membered imidazole ring.

Usage

Building block and intermediate in synthesis It is commonly used as a building block and intermediate in the synthesis of pharmaceuticals, agrochemicals, and other biologically active compounds.

Importance in research

Valuable tool in medicinal chemistry and drug development The unique structure and properties of 2-(4-bromo-phenyl)-7-methyl-imidazo[1,2-a]pyridine make it a valuable tool for researchers in medicinal chemistry and drug development.

Upstream product

• 695-34-1 2-Amino-4-methylpyridine 
• 99-73-0 para-bromophenacyl bromide 
• 108-89-4 picoline 
• 136106-08-6 4-methyl-1-[2-(4-bromophenyl)-2-oxoethyl]pyridinium bromide 
• 59862-55-4 p-bromoacetophenone oxime 
• 99-90-1 para-bromoacetophenone 
• 299456-72-7 1-(4-bromophenyl)ethanone O-acetyl oxime 
• 13466-41-6 4-methyl-1H-pyridin-2-one 

Downstream Products

• 118000-54-7 4-(7-methylimidazo[1,2-a]pyridin-2-yl)benzonitrile 
• 365565-89-5 4-[4-(7-methyl-imidazo[1,2-a]pyridin-2-yl)-phenyl]-but-3-yn-1-ol 
• 727652-08-6 C₁₅H₁₁BrN₂O 
• 118000-55-8 4-(7-Methyl-imidazo[1,2-a]pyridin-2-yl)-benzaldehyde 

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.

Rapid Construction of Fused Heteropolycyclic Aromatics via Palladium-Catalyzed Domino Arylations of Imidazopyridine Derivatives

By using diaryliodonium salts, a novel approach of a palladium-catalyzed cascade of diarylation/intramolecular dehydrogenative coupling reaction has been developed in the synthesis of phenanthro-imidazopyridine fused heteropolycycles. The method can toler

Synthesis and antimicrobial activity of novel imidazo[1,2-a]pyridinopyrimidine-2,4,6(1H,3H,5H)-triones and thioxopyrimidine-4,6(1H,5H)diones

A novel series of imidazo[1,2-a]pyridinopyrimidine-2,4,6(1H,3H,5H)-triones and thioxopyrimidine-4,6(1H,5H)diones were synthesized via multistep synthesis starting from 2-aminopyridine on cyclisation with phenacyl bromide followed by Vilsmeier-Haack and Kn

A synthetic method of 2-phenyl-imidazo[1,2-a]pyridine compounds

A synthetic method of 2-phenyl-imidazo[1,2-a]pyridine compounds is disclosed. Compared with the prior art, the method adopts a high-frequency mechanical grinding technique, is finished by a one-step reaction and is simple in operation, free of solvents in a reaction process and free of chemical agents with high toxicity. The method is short in reaction time and mild in reaction conditions, wherein the reaction can be finished in 90 min and can be performed at room temperature with a oscillation frequency of 30 Hz. The method is high in yield, and the highest yield can reach 94%. The method can rapidly and effectively synthesize the 2-phenyl-imidazo[1,2-a]pyridine compounds with strong electron withdrawing groups, while the 2-phenyl-imidazo[1,2-a]pyridine compounds with the strong electron withdrawing groups cannot be synthesized by traditional methods or are low in synthesis yield unless extremely extreme and strict reaction conditions are adopted.

Synthesis and photophysical properties of fluorescent arylstyrylimidazo[1,2-a]pyridine-based donor-acceptor chromophores

A series of novel fluorescent arylstyrylimidazo[1,2-a]pyridines was synthesized and fully characterized. All styryl derivatives have an E-configuration of the vinyl double bond as unequivocally shown by 1H NMR spectroscopy. It was observed that

One-pot multicomponent synthesis of novel substituted imidazo[1,2-a]pyridine incorporated thiazolyl coumarins and their antimicrobial activity

A series of novel substituted imidazo[1,2-a]pyridine incorporated thiazolyl coumarin derivatives (4a, 4b, 4c, 4d, 4e, 4f, 4g, 4h, 4i, 4j, 4k, 4l, 4m, 4n, 4o, 4p, 4q, 4r, 4s, 4t) were synthesized in good yields via one-pot multicomponent condensation of su

Arylstyrylimidazo[1,2-a]pyridine-based donor-acceptor acidochromic fluorophores: Synthesis, photophysical, thermal and biological properties

A series of new fluorescent arylstyrylimidazo[1,2-a]pyridines was synthesized and fully characterized. It is observed that the E isomers are stable in the solid state and in solutions. The absorption and emission properties of the compounds changed drasti

Oxidative Cross-Coupling of sp3- and sp2-Hybridized C-H Bonds: Vanadium-Catalyzed Aminomethylation of Imidazo[1,2-a]pyridines

The vanadium-catalyzed oxidative coupling of substituted 2-arylimidiazo[1,2-a]pyridines to N-methylmorpholine oxide, which acts as both a coupling partner and an oxidant, has been achieved. This reaction was applied to various substituted imidiazo[1,2-a]pyridine and indole substrates, resulting in yields as high as 90%. Mechanistic investigations indicate that the reaction may proceed via a Mannich-type process. This work demonstrates how oxidative aminomethylation can be used as a useful method to introduce tertiary amines into heterocycles, thus providing an alternative method for conventional Mannich-type reactions.

A copper-catalyzed multi-component reaction accessing fused imidazo-heterocycles via C-H functionalization

An efficient synthesis of fused imidazo-heterocycles is described using Cu(OTf)2 in [bmim]BF4 by the multi-component reaction of pyridin-2(1H)-one or thiazol/benzo[d]thiazol-2(3H)-ones with O-tosylhydroxyl amine and acetophenones under microwave irradiation. The present method is very rapid and the product formation occurs via a C-H functionalization/tandem addition-cyclization process. The ionic liquid containing copper triflate is recovered and reused four times.