73221-12-2

Usage

Uses

Used in Pharmaceutical Synthesis:
Imidazo[1,2-a]pyridine, 2-(trifluoromethyl)is used as a key intermediate in the development of pharmaceuticals for its ability to contribute to the creation of novel drug molecules with potential therapeutic applications.
Used in Agrochemical Production:
Imidazo[1,2-a]pyridine, 2-(trifluoromethyl)also serves as an intermediate in the synthesis of agrochemicals, where it plays a crucial role in developing new pesticides or other agricultural products to improve crop protection and yield.
Used in Organic Synthesis:
Imidazo[1,2-a]pyridine, 2-(trifluoromethyl)is utilized in the field of organic synthesis, where it can be a component in the formation of complex organic molecules for various applications, including but not limited to materials science and specialty chemicals.
Used in Materials Development:
Imidazo[1,2-a]pyridine, 2-(trifluoromethyl)is also applied in the development of new materials, potentially contributing to advances in areas such as polymer science, where its unique structure may offer properties that enhance material performance.
Used in Scientific Research:
Imidazo[1,2-a]pyridine, 2-(trifluoromethyl)is a subject of research in various scientific fields due to its potential pharmacological properties, making it valuable for exploring new avenues in drug discovery and development.

Upstream product

• 87378-58-3 3-(t-butoxycarbonyl)-2-(trifluoromethyl)-imidazo<1,2-a>pyridine 
• 504-29-0 2-aminopyridine 
• 73221-19-9 2-(trifluoromethyl)imidazo<1,2-a>pyridine-3-carboxylic acid 
• 431-35-6 3-bromo-1,1,1-trifluoroacetone 

Downstream Products

• 1188436-33-0 3-phenyl-2-(trifluoromethyl)imidazo[1, 2-a]pyridine 
• 1366591-48-1 3-(m-tolyl)-2-(trifluoromethyl)imidazo[1,2-a]pyridine 
• 1366591-53-8 3-(4-(tert-butyl)phenyl)-2-(trifluoromethyl)imidazo[1,2-a]pyridine 
• 1366591-55-0 3-(2-ethylphenyl)-2-(trifluoromethyl)imidazo[1,2-a]pyridine 
• 1188436-34-1 3-(4-chlorophenyl)-2-(trifluoromethyl)imidazo[1,2-a]pyridine 

Relevant academic research and scientific papers

FLUOROCARBON DERIVATIVES OF NITROGEN. PART 11. SYNTHESIS OF SOME 2-(TRIFLUOROMETHYL)IMIDAZOPYRIDINES FROM TRIFLUOROACETONITRILE

3-(t-Butoxycarbonyl)-2-(trifluoromethyl)imidazopyridine, prepared from trifluoroacetonitrile and pyridinium t-butoxycarbonylmethylide, reacts smoothly with trifluoroacetic acid to provide 2-(trifluoromethyl)imidazopyridine-3-carboxylic acid, which gives 2-(trifluoromethyl)imidazopyridine when heated. 3-Cyano-2-(trifluoromethyl)imidazopyridine can be obtained via treatment of trifluoroacetonitrile with pyridinium cyanomethylide, which is sufficiently reactive to effect nucleophilic displacement of fluorine from pentafluoropyridine under mild conditions pyridinium cyano(tetrafluoro-4-pyridyl)methylide>.

Reaction of Pyridinium t-Butoxycarbonylmethylide with Trifluoroacetonitrile

Pyridinium t-butoxycarbonylmethylide (I), generated by treatment of N-(t-butoxycarbonymethyl)pyridinium perchlorate with sodium hydride in acetonitrile, reacts with trifluoroacetonitrile to give 3-(t-butoxycarbonyl)-2-(trifluoromethyl)-imidazopyridine (II), pyridinium 4,5-dihydro-4-oxo-2,6-bis(trifluoromethyl)pyrimidin-5-ylide (III), and N-pyridinium perchlorate (IV).Formation of the last two products, plus the fact that when treated with sodium hydride the perchlorate (IV) yields the imidazopyridine (II), provides powerful evidence in support of a stepwise mechanism for the 1,3-dipolar cycloaddition involved in formation of the imidazopyridine nucleus in (II).

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.

SUBSTITUTED PYRIDINE AND PYRAZINE BMI-1 INHIBITORS

Amine substituted pyridine and pyrazine compounds and forms thereof that inhibit the function and reduce the level of B -cell specific Moloney murine leukemia virus integration site 1 (Bmi-1) protein and methods for their use to inhibit Bmi-1 function and reduce the level of Bmi-1 to treat a cancer mediated by Bmi-1 are described herein.

Direct arylation of imidazo[1,2-a ]pyridine at C-3 with aryl iodides, bromides, and triflates via copper(I)-catalyzed C-H bond functionalization

A convenient method for the copper(I)-catalyzed arylation of substituted imidazo[1,2-a]pyridine has been developed. This method is applicable to a variety of aryl electrophiles, including bromides, iodides, and triflates. It represents the first general p

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-

Potent, selective, orally bioavailable inhibitors of tumor necrosis factor-α converting enzyme (TACE): Discovery of indole, benzofuran, imidazopyridine and pyrazolopyridine P1′ substituents

Potent and selective inhibitors of tumor necrosis factor-α converting enzyme (TACE) were discovered with several new heterocyclic P1′ groups in conjunction with cyclic β-amino hydroxamic acid scaffolds. Among them, the pyrazolopyridine provided the best o

α- or β-Trifluoromethyl epoxysulfones: new C3 reagents for heterocyclisation

The syntheses of α- and β-trifluoromethyl epoxysulfones 1 and 2 are described.Compound 1 reacts with nucleophiles and bis-nucleophiles to furnish trifluoromethyl ketones and trifluoromethyl heterocycles in good yield, while its isomer 2 leads to the opposite thiazole regioisomers with thioamides. - Keywords: Trifluoromethyl epoxysulfones; Heterocyclisation; Regioisomers; NMR spectroscopy; IR spectroscopy

Syntheses of Trifluoromethyl Heterocycles

Mono and bicyclic heterocycles bearing trifluoromethyl substituent have been synthesized and characterized by spectral studies. 4(5)-Trifluoromethylimidazole (3) is prepared from the reaction of 3,3-dibromo-1,1,1-trifluoroacetone (2) with formaldehyde and ammonia.N-Methylation of 3 by phase transfer reaction gives 1-methyl-4-trifluoromethylimidazole (4). 2-Amino-4-trifluoromethylimidazole (5) is similarly obtained from 3-bromo-1,1,1-trifluoroacetone (1) and thiourea.The reaction of 1 with 2-aminopyridine and 2-aminothiazole gives 2-trifluoromethylimidazopyridine (7) and 6-trifluoromethylimidazothiazole (9) respectively.