65964-62-7

Usage

Uses

Used in Pharmaceutical Development:
2-(4-CHLORO-PHENYL)-7-METHYL-IMIDAZO[1,2-A]PYRIDINE is used as a key intermediate in the synthesis of pharmaceuticals for the treatment of various diseases and conditions. Its unique structure allows for the design of drugs with specific therapeutic targets and mechanisms of action.
Used in Medicinal Chemistry Research:
In the field of medicinal chemistry, 2-(4-CHLORO-PHENYL)-7-METHYL-IMIDAZO[1,2-A]PYRIDINE serves as a valuable compound for studying the structure-activity relationships of potential drug candidates. Its presence in molecular libraries aids researchers in identifying new leads and optimizing drug candidates for improved efficacy and safety.
Used in Drug Discovery:
2-(4-CHLORO-PHENYL)-7-METHYL-IMIDAZO[1,2-A]PYRIDINE is utilized in drug discovery processes to explore its potential as a therapeutic agent or as a building block for the development of novel drugs. Its unique chemical properties make it a promising candidate for further investigation and optimization in the quest for new medications.

Upstream product

• 695-34-1 2-Amino-4-methylpyridine 
• 184849-67-0 1-(4-chlorophenyl)ethanone O-acetyl oxime 
• 1956-39-4 4-chloroacetophenone oxime 
• 108-89-4 picoline 
• 23135-16-2 1,2-dibromo-1-(4-chlorophenyl)ethane 
• 99-91-2 para-chloroacetophenone 
• 706-07-0 1-chloro-4-(2-nitrovinyl)benzene 
• 536-38-9 4-chlorobenzoylmethyl bromide 
• 25357-43-1 1-(2-(4-chlorophenyl)-2-oxoethyl)-4-methylpyridinium bromide 

Downstream Products

• 65964-49-0 2-(4-chloro-phenyl)-7-(trans-2-thiophen-2-yl-vinyl)-imidazo[1,2-a]pyridine 
• 1310492-83-1 2-(4-chlorophenyl)-7-methyl-3-(phenylthio)-imidazo[1,2-a]pyridine 

Relevant academic research and scientific papers

Reduced Phenalenyl in Catalytic Dehalogenative Deuteration and Hydrodehalogenation of Aryl Halides

Dehalogenative deuteration reactions are generally performed through metal-mediated processes. This report demonstrates a mild protocol for hydrodehalogenation and dehalogenative deuteration of aryl/heteroaryl halides (39 examples) using a reduced odd alternant hydrocarbon phenalenyl under transition metal-free conditions and has been employed successfully for the incorporation of deuterium in various biologically active compounds. The combined approach of experimental and theoretical studies revealed a single electron transfer-based mechanism.

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.

Copper-catalyzed c-h functionalization of pyridines and isoquinolines with vinyl azides: Synthesis of imidazo heterocycles

Copper(I) iodide-catalyzed oxidative C(sp2)-H functionalization of pyridines and isoquinolines for the synthesis of imidazo[1,2-a]pyridines and 2-phenylimidazo[2,1-a]isoquinolines with vinyl azides under mild aerobic conditions is reported. Goo

Copper-catalyzed synthesis of imidazo[1,2-a]pyridines through tandem imine formation-oxidative cyclization under ambient air: One-step synthesis of zolimidine on a gram-scale

A new copper-catalyzed oxidative cyclization via C-H amination between 2-aminopyridines and methyl aryl/heteroaryl ketones has been developed under ambient air. Imidazo[1,2-a]pyridines containing a wide range of functional groups have been synthesized from basic and easily available starting materials. This simple, one-pot reaction protocol is applicable for the direct preparation of zolimidine (a marketed antiulcer drug) on a large scale. Copyright

Copper(I) iodide/boron trifluoride etherate-cocatalyzed aerobic dehydrogenative reactions applied in the synthesis of substituted heteroaromatic imidazo[1,2-a]pyridines

Compared with the well-known palladium-catalyzed oxidative dehydrogenation coupling reactions, similar transforms initiated by copper/oxygen have attracted more and more attention. We have investigated a novel construction of heteroaromatic imidazo[1,2-a]

Iron(III)-Catalyzed Cascade Reaction between Nitroolefins and 2-Aminopyridines: Synthesis of Imidazo[1,2-a]pyridines and Easy Access towards Zolimidine

The iron(III)-catalyzed one-pot cascade reaction between nitroolefins and 2-aminopyridines has been demonstrated for the synthesis of imidazo[1,2-a] pyridines by exploiting the bielectrophilic nature of nitroolefins. This methodology could be successfully

2-ARYL IMIDAZO[1,2-A]PYRIDINE-3-ACETAMIDE DERIVATIVES, PREPARATION METHODS AND USE THEREOF

Disclosed are 2-arylimidazo[1,2-a]pyridine-3-acetamide derivatives represented by formula I, their tautomer, racemate or optical isomer, their pharmaceutically acceptable salt, or their solvates, wherein R1, R2, R3 and R4 are defined as in the specification. Preparation methods of said compounds and use of said compounds in treating and/or preventing central nervous system disease associated with TSPO functional disorder

Microwave-assisted, one-pot three component synthesis of 2-phenyl H-imidazo[1, 2-α]pyridine

A novel synthesis of 2-phenylH-imidazio[1, 2-α] pyridines is described from a one-pot, three-component reaction between pyridine, guanidine (urea or thiourea) and α-bromoketones under microwave irradiation and solvent-free conditions in excellent yields.

Microwave-assisted, one-pot reaction of pyridines, -bromoketones and ammonium acetate: An efficient and simple synthesis of Imidazo[1,2- a ]-pyridines

A novel and efficient synthesis of imidazo[1,2-a]pyridines is described. N-Phenacylpyridinium bromides, which were prepared in situ from the addition of pyridines to -bromoketones, undergo nucleophilic addition of ammonium acetate under microwave irradiation and solvent-free conditions to afford the corresponding imidazo[1,2-a]pyridines in excellent yields.