119811-95-9

Usage

Uses

Used in Pharmaceutical Synthesis:
2-(4-methylphenyl)-5-(trifluoromethyl)pyridine is used as a key intermediate in the synthesis of pharmaceuticals for its ability to enhance the biological activity and pharmacokinetic properties of drug molecules. Its unique structure allows for the development of new drugs with improved efficacy and safety profiles.
Used in Agrochemical Synthesis:
In the agrochemical industry, 2-(4-methylphenyl)-5-(trifluoromethyl)pyridine is used as a building block for the creation of novel agrochemicals. Its incorporation into these compounds can lead to the development of more effective and environmentally friendly pesticides and herbicides.
Used in Organic Chemistry Research:
2-(4-methylphenyl)-5-(trifluoromethyl)pyridine is utilized as a versatile building block in organic chemistry research for the preparation of various organic compounds. Its unique structure allows for the exploration of new synthetic pathways and the discovery of novel chemical entities with potential applications in various fields.
Used in Materials Science:
In the field of materials science, 2-(4-methylphenyl)-5-(trifluoromethyl)pyridine is employed in the development of new materials with specific properties. Its incorporation into polymers, for example, can lead to materials with improved thermal stability, mechanical strength, or other desirable characteristics.
Safety and Handling Considerations:
It is crucial for researchers and chemists to understand the reactivity, physical properties, and potential hazards associated with 2-(4-methylphenyl)-5-(trifluoromethyl)pyridine when handling and using it in laboratory settings. Proper safety measures, including the use of personal protective equipment and adherence to laboratory safety protocols, should be followed to minimize risks and ensure a safe working environment.

Upstream product

• 121-46-0 bicyclo[2.2.1]hepta-2,5-diene 
• 119811-57-3 3-(p-tolyl)-6-trifluoromethyl-1,2,4-triazine 
• 170850-45-0 3-amino-6-(4-methylphenyl)pyridine 
• 13534-97-9 6-bromopyridine-3-amine 
• 5720-05-8 4-methylphenylboronic acid 
• 106-38-7 para-bromotoluene 
• 106-43-4 para-chlorotoluene 
• 195062-57-8 p-tolylboronic pinacol ester 
• 50488-42-1 2-bromo-5-(trifluoromethyl)pyridine 
• 52334-81-3 2-chloro-5-trifluoromethylpyridine 
• 4294-57-9 para-methylphenylmagnesium bromide 
• 76041-72-0 2-mercapto-5-trifluoromethylpyridine 
• 867380-38-9 5-bromo-2-(4-methylphenyl)pyridine 
• 119811-56-2 5-chloro-3-(p-tolyl)-6-trifluoromethyl-1,2,4-triazine 

Relevant academic research and scientific papers

Synthesis and catalytic activity of N-heterocyclic silylene (NHSi) cobalt hydride for Kumada coupling reactions

The electron-rich silylene Co(i) chloride 5 was obtained through the reaction of CoCl(PMe3)3 with chlorosilylene. Complex 5 reacted with 1,3-siladiazole HSiMe(NCH2PPh2)2C6H4 to give the silylene Co(iii) hydride 6 through chelate-assisted Si-H activation. To the best of our knowledge, complex 6 is the first example of Co(iii) hydride supported by N-heterocyclic silylene. Complexes 5 and 6 were fully characterized by spectroscopic methods and X-ray diffraction analysis. Complex 6 was used as an efficient precatalyst for Kumada cross-coupling reactions. Compared with the related complex 3 supported by only trimethylphosphine, complex 6 as a catalyst supported by both chlorosilylene and trimethylphosphine exhibits a more efficient performance for the Kumada cross-coupling reactions. A novel catalytic radical mechanism was suggested and experimentally verified. As an intermediate silylene cobalt(ii) chloride 6d was isolated and structurally characterized.

White organic light-emitting diodes with evenly separated red, green, and blue colors for efficiency/color-rendition trade-off optimization

A novel yellowish-green triplet emitter, bis(5-(trifluoromethyl)-2-p- tolylpyridine) (acetylacetonate)iridium(III) (1), was conveniently synthesized and used in the fabrication of both monochromatic and white organic light-emitting diodes (WOLEDs). At the optimal doping concentration, monochromatic devices based on 1 exhibit a high efficiency of 63 cd A -1 (16.3% and 36.6 lm W-1) at a luminance of 100 cd m -2. By combining 1 with a phosphorescent sky-blue emitter, bis(3,5-difluoro-2-(2-pyridyl)phenyl)-(2-carboxypyridyl)iridium(III) (FIrPic), and a red emitter, bis(2-benzo[b]thiophen-2-yl-pyridine)(acetylacetonate) iridium(III) (Ir(btp)2(acac)), the resulting electrophosphorescent WOLEDs show three evenly separated main peaks and give a high efficiency of 34.2 cd A-1 (13.2% and 18.5 lm W-1) at a luminance of 100 cd m-2. When 1 is mixed with a deep-blue fluorescent emitter, 4,4′-bis(9-ethyl-3-carbazovinylene)-1,1′-biphenyl (BCzVBi), and Ir(btp)2(acac), the resulting hybrid WOLEDs demonstrate a high color-rendering index of 91.2 and CIE coordinates of (0.32, 0.34). The efficient and highly color-pure WOLEDs based on 1 with evenly separated red, green, blue peaks and a high color-rendering index outperform those of the state-of-the-art emitter, fac-tris(2-phenylpyridine)iridium(III) (Ir(ppy)3), and are ideal candidates for display and lighting applications.

Base-Activated Latent Heteroaromatic Sulfinates as Nucleophilic Coupling Partners in Palladium-Catalyzed Cross-Coupling Reactions

Heteroaromatic sulfinates are effective nucleophilic reagents in Pd0-catalyzed cross-coupling reactions with aryl halides. However, metal sulfinate salts can be challenging to purify, solubilize in reaction media, and are not tolerant to multi-step transformations. Here we introduce base-activated, latent sulfinate reagents: β-nitrile and β-ester sulfones. We show that under the cross-coupling conditions, these species generate the sulfinate salt in situ, which then undergo efficient palladium-catalyzed desulfinative cross-coupling with (hetero)aryl bromides to deliver a broad range of biaryls. These latent sulfinate reagents have proven to be stable through multi-step substrate elaboration, and amenable to scale-up.

Transition-Metal-Free Desulfinative Cross-Coupling of Heteroaryl Sulfinates with Grignard Reagents

A mild cross-coupling reaction of heteroaryl sulfinates with Grignard reagents has been developed under transition-metal-free conditions. This study provides an example of the SO22- as a leaving group in an aromatic system and an effective methodology for the construction of C-C bond.

Heterocyclic Allylsulfones as Latent Heteroaryl Nucleophiles in Palladium-Catalyzed Cross-Coupling Reactions

Heterocyclic sulfinates are effective reagents in palladium-catalyzed coupling reactions with aryl and heteroaryl halides, often providing high yields of the targeted biaryl. However, the preparation and purification of complex heterocylic sulfinates can be problematic. In addition, sulfinate functionality is not tolerant of the majority of synthetic transformations, making these reagents unsuitable for multistep elaboration. Herein, we show that heterocyclic allylsulfones can function as latent sulfinate reagents and, when treated with a Pd(0) catalyst and an aryl halide, undergo deallylation, followed by efficient desulfinylative cross-coupling. A broad range of allyl heteroarylsulfones are conveniently prepared, using several complementary routes, and are shown to be effective coupling partners with a variety of aryl and heteroaryl halides. We demonstrate that the allylsulfone functional group can tolerate a range of standard synthetic transformations, including orthogonal C- and N-coupling reactions, allowing multistep elaboration. The allylsulfones are successfully coupled with a variety of medicinally relevant substrates, demonstrating their applicability in demanding cross-coupling transformations. In addition, pharmaceutical agents crizotinib and etoricoxib were prepared using allyl heteroaryl sulfone coupling partners, further demonstrating the utility of these new reagents.

Copper-catalyzed cross-coupling of aryl-, primary alkyl-, and secondary alkylboranes with heteroaryl bromides

A method for the Cu-catalyzed cross-coupling of both aryl and alkylboranes with aryl bromides is described. The method employs an inexpensive Cu-catalyst and functions for a variety of heterocyclic as well as electron deficient aryl bromides. In addition, aryl iodides of varying substitution patterns and electronic properties work well.

Cobalt-Catalyzed Formation of 2-Pyridylzinc Reagents and Their Subsequent Coupling

The preparation of pyridylzinc compounds from the corresponding pyridyl halides using a cobalt catalyst is described. The complex employed features a polydentate N-heterocyclic ligand and allows the reaction to be carried out in the absence of pyridine as

Catalyst Selection Facilitates the Use of Heterocyclic Sulfinates as General Nucleophilic Coupling Partners in Palladium-Catalyzed Coupling Reactions

A range of 5- and 6-membered heterocycle-derived sulfinates are shown to be effective nucleophilic coupling partners with aryl chlorides and bromides using Pd(0) catalysis. The use of optimal reaction conditions, specifically incorporating a P(t-Bu)2Me-derived Pd catalyst, allowed reactions to be performed at moderate temperatures and enabled the inclusion of a variety of sensitive functional groups. Challenging heterocyclic sulfinates, including pyrazine, pyridazine, pyrimidine, pyrazole, and imidazole, were all shown to perform well.

Pyridine sulfinates as general nucleophilic coupling partners in palladium-catalyzed cross-coupling reactions with aryl halides

Pyridine rings are ubiquitous in drug molecules; however, the pre-eminent reaction used to form carbon-carbon bonds in the pharmaceutical industry, the Suzuki-Miyaura cross-coupling reaction, often fails when applied to these structures. This phenomenon is most pronounced in 2-substituted pyridines, and results from the difficulty in preparing, the poor stability of, and low efficiency in reactions of pyridine-2-boronates. We demonstrate that by replacing these boronates with pyridine-2-sulfinates, a cross-coupling process of unrivalled scope and utility is realized. The corresponding 3-And 4-substituted pyridine variants are also efficient coupling partners. In addition, we apply these sulfinates in a library format to the preparation of medicinally relevant derivatives of the drugs varenicline (Chantix) and mepyramine (Anthisan).

Based on pyridine ring metal-ligand-platinum complex and its preparation method and application

The invention relates to a novel cyclometal ligand-platinum complex and a preparation method and application thereof, and belongs to the technical field of electronic materials. The novel cyclometal ligand-platinum complex is convenient in template design and easy to obtain. Triphenylaminyl, quinolyl and trifluoromethyl are introduced in a material, and the electron structure and the hole injection and transmission performance of the material can be conveniently adjusted by adjusting substituents on an aza heteroaromatic ring. The complex provided by the invention is good in thermal stability and hole injection and transmission performance, and has wide application prospect in the fields of organic electroluminescent materials, oxygen sensing materials, dyes and medicines and the like. The oxygen sensor prepared by the complex has the advantages of simple structure, low cost, reliable work and the like; and the complex can be prepared into a portable oxygen sensor to be popularized and used.