• 1. Evidence of field induced slow magnetic relaxation in cis-[Co(hfac)2(H2O)2] exhibiting tri-axial anisotropy with a negative axial component?
  Denis V. Korchagin,Elena A. Yureva,Alexander V. Akimov,Eugenii Ya. Misochko,Gennady V. Shilov,Artem D. Talantsev,Roman B. Morgunov,Alexander A. Shakin,Sergey M. Aldoshin,Boris S. Tsukerblat Dalton Trans., 2017,46, 7540-7548
• 2. Excimer emission and magnetoluminescence of radical-based zinc(ii) complexes doped in host crystals?
  Shojiro Kimura,Tetsuro Kusamoto Chem. Commun., 2020,56, 11195-11198
• 3. Evolution of shape, size, and areal density of a single plane of Si nanocrystals embedded in SiO2 matrix studied by atom probe tomography
  Bin Han,Yasuo Shimizu,Gabriele Seguini,Celia Castro,Gérard Ben Assayag,Koji Inoue,Yasuyoshi Nagai,Sylvie Schamm-Chardon,Michele Perego RSC Adv., 2016,6, 3617-3622
• 4. Emerging investigators
  Polym. Chem., 2015,6, 5501-5502
• 5. Fast-Track to Research Data Management in Experimental Material Science-Setting the Ground for Research Group Level Materials Digitalization.
  LarsBanko,AlfredLudwig

• Solvents and Organic Chemicals Organic Compounds Organoheterocyclic compounds Pyridines and derivatives Halopyridines Polyhalopyridines

Introduction to 2-(bromomethyl)-4-chloro-3-fluoropyridine (CAS No. 1260788-29-1)

2-(bromomethyl)-4-chloro-3-fluoropyridine, identified by the Chemical Abstracts Service Number (CAS No.) 1260788-29-1, is a fluorinated pyridine derivative that has garnered significant attention in the field of pharmaceutical and agrochemical research. This compound serves as a versatile intermediate in the synthesis of various biologically active molecules, particularly in the development of novel therapeutic agents. Its unique structural features, including the presence of both bromomethyl and chloro substituents, make it a valuable building block for further functionalization, enabling the creation of complex molecular architectures.

The bromomethyl group at the 2-position and the chloro group at the 4-position provide distinct reactivity patterns, allowing for selective modifications at different sites. This dual functionality is particularly advantageous in medicinal chemistry, where precise control over molecular structure is essential for achieving desired pharmacological properties. The fluoropyridine core itself is a well-documented scaffold in drug discovery, with its ability to modulate biological activity through various mechanisms.

Recent advancements in synthetic methodologies have highlighted the utility of 2-(bromomethyl)-4-chloro-3-fluoropyridine in constructing heterocyclic compounds with potential therapeutic applications. For instance, studies have demonstrated its role in generating substituted pyridines that exhibit inhibitory effects on specific enzymatic targets. These derivatives have shown promise in preclinical models, particularly in addressing inflammatory and metabolic disorders. The incorporation of fluorine atoms enhances metabolic stability and binding affinity, making such compounds attractive candidates for further development.

The fluorine atom at the 3-position contributes to the compound's lipophilicity and electronic properties, influencing its interactions with biological targets. This feature is particularly relevant in designing small-molecule inhibitors that require optimal solubility and binding affinity. Researchers have leveraged this compound to develop novel kinase inhibitors, which are critical in treating cancers and other chronic diseases. The bromomethyl group further facilitates nucleophilic substitution reactions, enabling the introduction of diverse functional groups such as amines, alcohols, and thiols.

In agrochemical research, 2-(bromomethyl)-4-chloro-3-fluoropyridine has been explored as a precursor for synthesizing novel pesticides and herbicides. Its structural motifs are found in several commercially available agrochemicals that exhibit high efficacy against pests while maintaining environmental safety. The ability to modify both bromomethyl and chloro positions allows chemists to fine-tune the biological activity of these compounds, optimizing their performance as crop protection agents.

The synthesis of 2-(bromomethyl)-4-chloro-3-fluoropyridine typically involves multi-step reactions starting from commercially available pyridine derivatives. Common synthetic routes include halogenation followed by selective functionalization at different carbon positions. Advances in catalytic systems have improved the efficiency and selectivity of these reactions, reducing byproduct formation and improving overall yields. Such improvements are crucial for large-scale production and ensure cost-effectiveness in pharmaceutical manufacturing.

From a computational chemistry perspective, virtual screening methods have been employed to identify potential bioactive derivatives of 2-(bromomethyl)-4-chloro-3-fluoropyridine. Molecular docking studies suggest that modifications at the 2- and 4-positions can enhance binding to target proteins, leading to improved pharmacological activity. These computational approaches complement experimental efforts by providing rapid assessments of structural modifications before costly wet chemistry synthesis.

The growing interest in fluorinated heterocycles has driven innovation in synthetic strategies for 2-(bromomethyl)-4-chloro-3-fluoropyridine derivatives. Transition-metal-catalyzed cross-coupling reactions, such as Suzuki-Miyaura and Buchwald-Hartwig couplings, have been particularly useful in introducing aryl or heteroaryl groups at strategic positions within the molecule. Such transformations expand the library of possible derivatives while maintaining high regioselectivity.

In conclusion,2-(bromomethyl)-4-chloro-3-fluoropyridine (CAS No. 1260788-29-1) represents a valuable intermediate in modern drug discovery and agrochemical development. Its unique structural features enable diverse functionalization strategies, making it a cornerstone for synthesizing biologically active molecules with therapeutic potential. As research continues to uncover new applications for this compound, its importance in advancing chemical biology and medicinal chemistry is likely to grow further.

• 332062-08-5(Fmoc-S-3-amino-4,4-diphenyl-butyric acid)
• 1270529-38-8(1,2,3,4,5,6-Hexahydro-[2,3]bipyridinyl-6-ol)
• 2680771-01-9(4-cyclopentyl-3-{(prop-2-en-1-yloxy)carbonylamino}butanoic acid)
• 2098070-20-1(2-(3-(Pyridin-3-yl)-1H-pyrazol-1-yl)acetimidamide)
• 1444113-98-7(N-(3-cyanothiolan-3-yl)-2-[(2,2,2-trifluoroethyl)sulfanyl]pyridine-4-carboxamide)
• 941977-17-9(N'-(3-chloro-2-methylphenyl)-N-2-(dimethylamino)-2-(naphthalen-1-yl)ethylethanediamide)
• 2138166-62-6(2,2-Difluoro-3-[methyl(2-methylbutyl)amino]propanoic acid)
• 89640-58-4(2-Iodo-4-nitrophenylhydrazine)
• 1449132-38-0(3-Fluoro-5-(2-fluoro-5-methylbenzylcarbamoyl)benzeneboronic acid)
• 2034271-14-0(2-(1H-indol-3-yl)-N-{[6-(thiophen-2-yl)-[1,2,4]triazolo[4,3-b]pyridazin-3-yl]methyl}acetamide)