30384-93-1

Usage

Uses

Used in Pharmaceutical Industry:
2-Methyl-imidazo[1,2-a]pyridine-3-carbaldehyde is used as a building block for the synthesis of various pharmaceuticals due to its potential biological activities. It serves as a protein kinase inhibitor, which is crucial in the development of drugs targeting specific protein functions related to diseases.
Used in Agricultural Chemical Industry:
In the agricultural sector, 2-Methyl-imidazo[1,2-a]pyridine-3-carbaldehyde is utilized as a component in the creation of agricultural chemicals, leveraging its reactivity and structural properties to enhance the effectiveness of these products.
Used in Medicinal Chemistry Research:
2-Methyl-imidazo[1,2-a]pyridine-3-carbaldehyde is employed as a research tool in medicinal chemistry for exploring its potential as a protein kinase inhibitor and anti-viral agent. Its unique structure allows researchers to investigate its interactions with biological targets, facilitating the development of new drugs with specific therapeutic applications.
Used in Organic Chemistry:
2-METHYL-IMIDAZO[1,2-A]PYRIDINE-3-CARBALDEHYDE is also used in organic chemistry for its role in the synthesis of complex organic molecules. Its versatility in forming various chemical bonds and its reactivity make it an essential component in the creation of intricate organic structures with potential applications in different fields.

InChI:InChI=1/C9H8N2O/c1-7-8(6-12)11-5-3-2-4-9(11)10-7/h2-6H,1H3

Upstream product

• 934-37-2 2-methylimidazo[1,2-a]pyridine 
• 68-12-2 N,N-dimethyl-formamide 
• 504-29-0 2-aminopyridine 
• 67-68-5 dimethyl sulfoxide 
• 93-61-8 N-methyl-N-phenylformamide 
• 2549-19-1 ethyl 2-methylimidazo[1,2-a]pyridine-3-carboxylate 
• 63076-73-3 2-Methyl-3-(2,2,2-trichloro-1-hydroxyethyl)imidazo<1,2-a>pyridine 
• 89021-03-4 pyridin-3-yl-)methyl>phosphonsaeure-diisopropylester 
• 1042981-20-3 2-methylimidazo[1,2-a]pyridine-5-carbaldehyde 
• 100-97-0 hexamethylenetetramine 

Downstream Products

• 29096-60-4 1-(2-methylimidazo[1,2-a]pyridin-3-yl)ethanone 
• 1396397-08-2 C₁₉H₂₀N₄O₃ 
• 1396397-01-5 C₁₈H₁₈N₄O₃ 
• 30489-44-2 3-(hydroxymethyl)-2-methylimidazo<1,2-a>pyridine 
• 1224470-82-9 2-methyl-3-[4-(4-chlorophenyl) piperazinylmethyl]imidazo-[1,2-a]-pyridine 
• 1224470-80-7 2-methyl-3-(4-phenylpiperazinylmethyl)imidazo[1,2-a]-pyridine 

Relevant academic research and scientific papers

Metal free coupling of heteroaryl N-tosylhydrazones and thiols: Efficient synthesis of sulfides

A metal free coupling of heteroaromatic N-tosylhydrazones with thiols is presented. A convenient synthetic route to synthesize heteroaryl N-tosylhydrazones is also showed. Valuable thioethers with pyrroles, pyridines, thieno[2,3-b]pyridines, imidazo[1,2-a]pyridines, and 6H-thieno[2,3-b]pyrroles derivatives were synthesized in good yields. This coupling reaction can be carried out in a one-pot fashion and scaled up to the gram scale by using heteroaryl aldehydes, without the need to isolate the N-tosylhydrazone.

Aerobic iron(III)-catalyzed direct formylation of imidazo[1,2-a]pyridine using DMSO as carbon source

A novel and efficient iron(III)-catalyzed C3-formylation reaction of imidazo[1,2-a]pyridine in an oxygen atmosphere has been developed. The method is conducted in dimethyl sulfoxide (DMSO), which serves as both the carbonyl carbon source and solvent, in the presence of acetic acid to directly generate structurally diverse 3-formylimidazo[1,2-a]pyridine derivatives in moderate to good yields.

A formyl Heteraromatic hydrocarbons the synthetic method of the compound of pharmaceutical intermediates

The invention relates to a method for synthesizing a formyl heterocyclic aromatic drug intermediate compound shown as a formula (I) in the specification. The method comprises the following step: enabling a compound of a formula (II) in the specification to react with a compound of a formula (III) in the specification in an organic solvent in the presence of a catalyst, an oxidant and reaction aids, thereby obtaining the compound of the formula (I), wherein R1, R2, R3 and R4 are respectively and independently selected from H, C1-C6 alkyl, C1-C6 alkoxy, phenyl or nitro. According to the method, the catalyst, oxidant, reaction aids and reaction substrate are selected and combined, so that formylation at a specific site is realized, and the method has high yield and has wide application prospects and potentials in the field of synthetic methods of drug intermediates.

Cu-Catalyzed selective C3-formylation of imidazo[1,2-a]pyridine C-H bonds with DMSO using molecular oxygen

Using the widely available DMSO as the formylation reagent under oxidative conditions, an efficient Cu-catalyzed C3-formylation reaction of imidazo[1,2-a]pyridine C-H bonds to directly generate structurally sophisticated 3-formyl imidazo[1,2-a]pyridine derivatives has been developed. The reaction proceeded to generate products in good yields, and used the environmentally friendly molecular oxygen as the oxidant.

Synthesis and cytotoxic activity of 2-methylimidazo[1,2-a]pyridine- and quinoline-substituted 2-aminopyrimidine derivatives

A series of 2-methylimidazo[1,2-a]pyridine- and quinoline-substituted 2-aminopyrimidines derivatives were synthesized using a convenient synthetic route. We evaluate the isosteric replacement of methyl groups in 4-(2-methylimidazo[1,2-a]pyridin-3-yl)-N-p-

New opportunities with the Duff reaction

(Chemical Equation Presented) The Duff reaction (HMTA, AcOH or TFA) was studied on substituted [6 + 5] heterocyclic compounds. This reaction provides a useful route to aldehydes for compounds bearing sensitive amide functions. It gives also access to tric

Synthesis and biological evaluation of new imidazo[1,2-a]pyridine derivatives designed as mefloquine analogues.

This paper describes the synthesis and the in vitro antimalarial profile of two new imidazo[1,2-a]pyridine derivatives 4HCl and 13HCl, structurally proposed as mefloquine (1) analogues, by exploring bioisosterism and molecular simplification tools. The synthetic route employed to access the title compounds used, as starting material, the previously described ethyl 2-methylimidazo[1,2-aJpyridine-3-carboxylate derivative (5). These novel heterocyclic derivatives 4HCl and 13HCl presented modest antimalarial activity against the W-2 and D-6 clones of Plasmodium falciparum as well as inhibitors of in vitro heme polymerization compared to mefloquine.

Dialkyl (1,2-Epoxy-3-oxoalkyl)phosphonates as Synthons for Heterocyclic Carbonyl Compounds: Synthesis of Acyl-Substituted Thiazoles, Indolizines, Imidazopyridines and Imidazopyrimidines

Dialkyl phosphonates (1) react with H2O2/Na2CO3 to give the corresponding trans-1,2-epoxy derivatives 2.These, on reaction with thioamides 4-7, afford (1-hydroxy-1-thiazolylalkyl)phosphonates 8-11, with ethyl α-pyridylacetate (indolizinylalkyl)phosphonates 19, with 2-aminopyridine (imidazopyridinylalkyl)phosphonates 20 (together with the α-amino compounds 22) and with 2-aminopyrimidine the (imidazopyrimidinylalkyl)phosphonates 21.On treatment with alkali or by pyrolysis the (1-hetaryl-1-hydroxyalkyl)phosphonates 9-11 and 19-21 yield the corresponding acyl-substituted heterocycles (thiazoles 13-15 and bicyclic acyl compounds 23-25). - The structure of the bicyclic derivatives 19-25 is assigned from the considerable deshielding of their 5-H NMR signals caused by the electron-rich substituents in peri-3-position.Condensation of the epoxyketones 2 with cytosine results in the isomeric (imidazopyrimidinylalkyl)phosphonates 27 and 28, which can be cleaved to the corresponding aldehydes 29 and 30, respectively.

A NOVEL AND VERSATILE SYNTHESIS OF HETEROCYCLIC ALDEHYDES USING DIALKYL 3-OXO-1-ALKENYL-PHOSPHONATES.

Dialkyl 1,2-epoxy-3-oxoalkyl-phosphonates, easily prepared from the corresponding 1-alkenyl-phosphonates, react with ambident nucleophiles to dialkyl 1-hetaryl-1-hydroxymethyl-phosphonates, which can be transformed to heterocyclic aldehydes.