4926-47-0

Usage

Uses

Used in Pharmaceutical Industry:
3-Bromoimidazo[1,2-a]pyridine is used as a building block in organic synthesis for the production of various drugs and drug candidates. It plays a crucial role in the development of potential treatments for diseases such as cancer, Alzheimer's, and schizophrenia.
Used in Materials Science:
In the field of materials science, 3-Bromoimidazo[1,2-a]pyridine is utilized for the synthesis of organic semiconductors. Its unique properties make it a valuable component in the creation of advanced materials with specific electronic and optical characteristics.
Used in Agrochemicals Production:
3-Bromoimidazo[1,2-a]pyridine also finds applications in the production of agrochemicals. Its chemical properties allow it to be incorporated into the development of new pesticides and other agricultural chemicals to improve crop protection and yield.

InChI:InChI=1/C7H5BrN2/c8-6-5-9-7-3-1-2-4-10(6)7/h1-5H

Upstream product

• 274-76-0 imidazo[1,2-a]pyridine 
• 504-29-0 2-aminopyridine 

Downstream Products

• 1042224-71-4 C₁₂H₈BrN₃ 
• 943320-53-4 3-acetylenylimidazo[1,2-a]pyridine 
• 274-76-0 imidazo[1,2-a]pyridine 
• 860257-98-3 N-imidazo[1,2-a]pyridin-3-yl-benzamide 
• 1345964-69-3 imidazo[1,2-a]pyridin-3-yldiphenylmethanol 
• 1195383-70-0 3-(4-benzyloxy-3-methoxyphenyl)imidazo[1,2-a]pyridine 
• 1246184-48-4 N-(2-chloro-5-(imidazo[1,2-a]pyridin-3-yl)pyridin-3-yl)-bis(4-fluorobenzenesulfonamide) 
• 1246184-23-5 4-fluoro-N-(5-imidazo[1,2-a]pyridin-3-yl-3-pyridinyl)benzenesulfonamide 
• 1195386-69-6 3-(4-hydroxy-3-methoxyphenyl)imidazo[1,2-a]pyridine 
• 136117-83-4 1-Imidazo[1,2-a]pyridin-3-yl-propan-2-one 
• 17745-04-9 imidazo<1,2-a>pyridin-3-acetic acid 

Relevant academic research and scientific papers

Electrochemical C-H Halogenations of Enaminones and Electron-Rich Arenes with Sodium Halide (NaX) as Halogen Source for the Synthesis of 3-Halochromones and Haloarenes

Without employing an external oxidant, the simple synthesis of 3-halochromones and various halogenated electron-rich arenes has been realized with electrode oxidation by employing the simplest sodium halide (NaX, X = Cl, Br, I) as halogen source. This electrochemical method is advantageous for the simple and mild room temperature operation, environmental friendliness as well as broad substrate scope in both C-H bond donor and halogen source components.

Sodium Salts (NaI/NaBr/NaCl) for the Halogenation of Imidazo-Fused Heterocycles

We report herein an effective method for the halogenation of imidazo-fused heterocycles using readily available sodium salts (NaCl/NaBr/NaI) as halogen source and K2S2O8 (or) oxone as promoter. A variety of C-3 halogenated imidazo[1,2-a]pyridines and benzo[d]imidazo[2,1-b]thiazoles were obtained in good to excellent yields. The present method of halogenation has been also extended to 2-aminopyridines, 2-aminopyrimidine, indole, and isoquinoline with moderate to excellent yields.

Synergy of Anodic Oxidation and Cathodic Reduction Leads to Electrochemical C—H Halogenation

We herein uncovered an electrochemical C—H halogenation protocol that synergistically combines anodic oxidation and cathodic reduction for C—X bond formation. The reaction was demonstrated under exogenous-oxidant-free conditions. Moreover, this is the first example of activating CBr4, CHBr3, and CCl3Br under electrochemical conditions.

Efficient and Practical Oxidative Bromination and Iodination of Arenes and Heteroarenes with DMSO and Hydrogen Halide: A Mild Protocol for Late-Stage Functionalization

An efficient and practical system for inexpensive bromination and iodination of arenes as well as heteroarenes by using readily available dimethyl sulfoxide (DMSO) and HX (X = Br, I) reagents is reported. This mild oxidative system demonstrates a versatile protocol for the synthesis of aryl halides. HX (X = Br, I) are employed as halogenating reagents when combined with DMSO which participates in the present chemistry as a mild and inexpensive oxidant. This oxidative system is amenable to late-stage bromination of natural products. The kilogram-scale experiment (>95% yield) shows great potential for industrial application.

Structure-activity relationship of imidazopyridinium analogues as antagonists of neuropeptide s receptor

The discovery and characterization of a novel chemical series of phosphorothioyl-containing imidazopyridines as potent neuropeptide S receptor antagonists is presented. The synthesis of analogues and their structure-activity relationship with respect to the Gq, Gs, and ERK pathways is detailed. The pharmacokinetics and in vivo efficacy of a potent analogue in a food intake rodent model are also included, underscoring its potential therapeutic value for the treatment of sleep, anxiety, and addiction disorders. This article not subject to U.S. Copyright. Published 2013 by the American Chemical Society.

Facile, fast and safe process development of nitration and bromination reactions using continuous flow reactors

Chemists working in a pilot plant often face safety issues during scale-up operations. With the help of emerging microfluidic applications and microdevices, running hazardous, highly exothermic or potentially unstable reactions can be easily transposed into a safe continuous flow mode. This paper describes how a potentially hazardous pyrazole nitration and the bromination of a variety of electron-rich heteroaromatic substrates were efficiently performed using a cheap and easily available system for bench chemists. Advantages of the continuous flow mode in organic synthetic chemistry will be exemplified by the large-scale production of raw materials under safe, green and reproducible conditions.

IRAK-4 inhibitors. Part II: A structure-based assessment of imidazo[1,2-a]pyridine binding

A potent IRAK-4 inhibitor was identified through routine project cross screening. The binding mode was inferred using a combination of in silico docking into an IRAK-4 homology model, surrogate crystal structure analysis and chemical analogue SAR.