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Usage

Uses

Used in Medicinal Chemistry:
Imidazo[1,2-a]pyridine-3-acetonitrile, 2-phenylis used as a chemical intermediate for the synthesis of various pharmaceutical agents. Its unique structure allows for the development of compounds with potential therapeutic applications.
Used in Drug Discovery:
Imidazo[1,2-a]pyridine-3-acetonitrile, 2-phenylis utilized in drug discovery as a lead compound for the identification of novel therapeutic agents. Its structural features may contribute to the design of new drugs with improved efficacy and selectivity.
Used in Research:
Imidazo[1,2-a]pyridine-3-acetonitrile, 2-phenylis employed in research studies to investigate the biological and pharmacological properties of imidazo[1,2-a]pyridine derivatives. This helps in understanding their potential use in the development of new pharmaceutical agents and contributes to the advancement of medicinal chemistry.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, Imidazo[1,2-a]pyridine-3-acetonitrile, 2-phenylis used as a key building block for the synthesis of drug candidates. Its unique structural features enable the development of innovative therapeutic agents with improved pharmacological properties.
Used in Chemical Synthesis:
Imidazo[1,2-a]pyridine-3-acetonitrile, 2-phenylis utilized in chemical synthesis for the preparation of various imidazo[1,2-a]pyridine derivatives. These derivatives may exhibit diverse biological activities and can be further optimized for specific therapeutic applications.

Upstream product

• 151-50-8 potassium cyanide 
• 365213-40-7 N,N-dimethyl-1-(2-phenylimidazo[1,2-a]pyridin-3-yl)methanamine 
• 13138-21-1 diazoacetonitrile 
• 4105-21-9 2-phenylimidazo[1,2-a]pyridine 
• 70-11-1 α-bromoacetophenone 
• 504-29-0 2-aminopyridine 
• 590-17-0 cyanomethyl bromide 
• 75-05-8 acetonitrile 
• 59463-54-6 S-cyanomethyl O-ethyl carbonodithioate 

Relevant academic research and scientific papers

Synthesis of C3-Cyanomethylated Imidazo[1,2- a ]pyridines via Ultrasound-Promoted Three-Component Reaction under Catalyst- and Oxidant-Free Conditions

An efficient synthesis of C3-cyanomethylated imidazo[1,2-α]pyridines via ultrasound-promoted three-component reaction under catalyst-free, oxidant-free, and mild conditions has been developed. A series of C3-cyanomethylated imidazo[1,2-α]pyridines were rapidly prepared with satisfactory yields and good functional group compatibility. This strategy cloud also be applied to the synthesis of zolpidem and alpidem in short steps.

One-Pot Synthesis of C3-Alkylated Imidazopyridines from α-Bromocarbonyls under Photoredox Conditions

A convenient strategy is presented for the synthesis of C3-alkylated imidazopyridines through one pot condensation and alkylation of α-bromocarbonyl compounds with 2-aminopyridines. A series of C3-alkylated imidazopyridines were obtained in moderate to hi

FeCl3-catalyzed C-3 functionalization of imidazo[1,2-a]pyridines with diazoacetonitrile under oxidant- and ligand-free conditions

A facile synthesis of 2-(imidazo[1,2-a]pyridin-3-yl)acetonitriles via FeCl3-catalyzed site-selective C(sp2)-H alkylation of imidazo[1,2-a]pyridines with diazoacetonitrile is presented. This new method features with an environmentally benign catalyst, easily obtainable substrates, and oxidant- and ligand-free reaction conditions. Moreover, the importance of the products thus obtained is showcased by their ready transformation into some synthetically and pharmaceutically interesting products with good efficiency.

Synthesis method of naphtho[1', 2': 4, 5]imidazo[1, 2-a]pyridine-5, 6-diketone compound

The invention discloses a synthetic method of a naphtho[1', 2': 4, 5]imidazo[1, 2-a]pyridine-5, 6-diketone compound, which belongs to the technical field of organic chemistry. The synthesis method comprises the following steps: taking 2-aryl imidazo[1, 2-a] pyridine compound and diazonium acetonitrile as raw materials; synthesizing a 3-cyanomethylated imidazo[1, 2-a]pyridine compound 3 in the presence of a catalyst, reacting the compound 3 with an alcohol under the action of an acid to obtain an imidazo [1, 2-a] pyridine-3-acetate compound 4, and finally heating PPA to condense into a ring andsimutanously forms naphtho[1', 2': 4, 5]imidazo[1, 2-a]pyridine-5,6-dione 5. The whole process of the method is carried out in the air, the used catalysts are common catalysts, the method is low in cost and environmentally friendly, the raw materials are easy to obtain, and a new synthesis path is provided for the compounds.

A cyanogen methylation imidazopyridine compound of preparation method (by machine translation)

The invention discloses a cyanogen methylation imidazopyridine compound of preparation method, in order to imidazo [1, 2 - a] pyridine compound as raw material, with the bromine second grade nitrile or [...] and under the action of the photocatalysis reaction, is obtained. Compared with the prior art, the method of the invention avoids the use of potassium cyanide or sodium cyanide and two connecting, iodomethane, and in the preparation of imidazo [1, 2 - a] pyridine compound of the cyanogen methylation product in the process, the chemical conversion from the original threestep shortened to step. The invention short preparation route, the preparation method is simple, the production cost is low, and the yield is high, have reduced the solvent to use and at the time of blowdown to the environment caused by pollution, easy to implement, easy to realize industrial. (by machine translation)

Visible light/Ir(III) photocatalytic initiation of xanthate-based radical-chain reactions: Xanthate group transfer and oxidative addition to aromatic systems

A photocatalyzed redox generation of radicals from O-ethyl xanthates to generate electrophilic radicals under photoredox catalysis, using Ir(ppy)3 and blue LEDs irradiation is described. The protocol can be used in classical xanthate-based inter- and intra-molecular group transfer reactions and oxidative radical addition to several heteroaromatic systems. The process does not require high temperature and reactions are cleaner compared with the traditional peroxide initiation. In the oxidative addition to aromatic systems, the oxidation process is part of the catalytic cycle and does not require a stoichiometric oxidant such as DLP which is particularly difficult to separate from the product.

Visible-Light-Induced Regioselective Cyanomethylation of Imidazopyridines and Its Application in Drug Synthesis

3-Cyanomethylated imidazopyridines were synthesized via a visible light-promoted reaction of imidazopyridines with bromoacetonitrile or iodoacetonitrile catalyzed by fac-Ir(ppy)3 under mild conditions. For the substrates with various substituents on benzene or pyridine ring, the reaction proceeded smoothly to give the corresponding products in moderate to good yields. The synthetic utility of this visible-light-induced reaction has been illustrated in the efficient synthesis of zolpidem and alpidem.

Iron-Catalyzed Dehydrogenative sp3-sp2 Coupling via Direct Oxidative C-H Activation of Acetonitrile

An iron-catalyzed dehydrogenative sp3-sp2 coupling of acetonitrile and 2-arylimidazo[1,2-a]pyridine has been realized, which can serve as a novel approach toward heteroarylacetonitriles. The merit of this strategy is illustrated by the breadth of functional groups tolerated in the transformation and the fast access to pharmaceuticals (such as zolpidem) directly from the heteroarylacetonitriles.

Xanthate-based microwave-assisted C–H radical functionalization of caffeine, 1,3-dimethyluracil, and imidazo[1,2-a]pyridines

Xanthate-based radical chemistry was used for the regioselective direct alkylation of caffeine, uracil, and imidazo[1,2-a]pyridine systems, using dilauroyl peroxide as initiator and oxidant, under microwave irradiation. Under these conditions, several electrophilic radicals (located alpha to a carbonyl function such as esters, amides, ketones, malonates and cyano groups) were added to the title heterocyclic systems. The methodology allows the intermolecular regioselective construction of a sp2-sp3C–C bond via a C–H functionalization in an aromatic substitution, from readily available starting materials.