• 1. Examination of deposit in commercial diluted phosphoric acid
  Analyst, 1880,5, 146-147
• 2. Essential effect of the electrolyte on the mechanical and chemical degradation of LiNi0.8Co0.15Al0.05O2 cathodes upon long-term cycling??
  Xiaoming Liu,Zachary D. Hood,Wangda Li,Donovan N. Leonard,Arumugam Manthiram,Miaofang Chi J. Mater. Chem. A, 2021,9, 2111-2119
• 3. Evidence for the intrinsic nature of band-gap states electrochemically observed on atomically flat TiO2(110) surfaces?
  Shintaro Takata,Yoshihiro Miura Phys. Chem. Chem. Phys., 2014,16, 24784-24789
• 4. Evolution and characterization of a benzylguanine-binding RNA aptamer?
  J. Xu,T. J. Carrocci,A. A. Hoskins Chem. Commun., 2016,52, 549-552
• 5. Evolution of dealloying induced strain in nanoporous gold crystals?
  Ross Harder,David C. Dunand,Ian McNulty Nanoscale, 2017,9, 5686-5693

Professional Introduction to Pyridine-2-boronic acid dimethyl ester (CAS No. 136805-54-4)

Pyridine-2-boronic acid dimethyl ester, with the chemical formula C?H?BO?, is a highly valuable intermediate in modern synthetic chemistry and pharmaceutical research. This compound, identified by its CAS number 136805-54-4, has garnered significant attention due to its versatile applications in Suzuki-Miyaura cross-coupling reactions, a cornerstone of organic synthesis. The boronic acid dimethyl ester moiety enhances its reactivity while providing stability, making it an indispensable tool for chemists and researchers working on the development of novel bioactive molecules.

The utility of Pyridine-2-boronic acid dimethyl ester stems from its ability to participate in palladium-catalyzed cross-coupling reactions, which are fundamental to constructing complex molecular architectures. These reactions are widely employed in the synthesis of pharmaceuticals, agrochemicals, and materials science. Specifically, the boronic ester functionality allows for efficient coupling with aryl halides or heteroaryl halides, facilitating the formation of carbon-carbon bonds. This capability has been leveraged in the development of targeted therapeutics, where precise molecular connectivity is critical for biological activity.

In recent years, advancements in medicinal chemistry have highlighted the importance of heterocyclic compounds in drug design. Pyridine derivatives, in particular, are prevalent due to their prevalence in bioactive scaffolds. The incorporation of a boronic acid dimethyl ester group into a pyridine core enhances synthetic accessibility while maintaining pharmacological relevance. For instance, researchers have utilized Pyridine-2-boronic acid dimethyl ester to construct novel kinase inhibitors and antiviral agents. The compound’s compatibility with transition-metal catalysis has enabled the rapid assembly of complex libraries, accelerating hit identification and lead optimization processes.

One notable application of CAS No 136805-54-4 is in the synthesis of conjugated polymers for organic electronics. Boronic esters have been explored as monomers or side chains in polymer backbones due to their tunable electronic properties and compatibility with controlled radical polymerization techniques. The pyridine ring further contributes to the material’s functionality by serving as a site for further derivatization or interaction with biological systems. Such polymers are being investigated for use in photovoltaic cells, light-emitting diodes (LEDs), and flexible electronics.

The reactivity of Pyridine-2-boronic acid dimethyl ester is not limited to cross-coupling reactions; it also participates in other transformations that expand its synthetic utility. For example, it can undergo hydroboration reactions to introduce boron-containing groups at specific positions, which can be further functionalized. Additionally, the dimethyl ester group can be hydrolyzed to yield the corresponding carboxylic acid or converted into other derivatives such as amides or esters. These transformations make CAS No 136805-54-4 a versatile building block for diverse chemical pathways.

Recent studies have also explored the use of Pyridine-2-boronic acid dimethyl ester in flow chemistry systems, where controlled reaction conditions enhance yield and purity while minimizing waste. Flow chemistry has gained traction as an efficient alternative to traditional batch processing, particularly in industrial settings where scalability and reproducibility are paramount. The adaptability of this compound under continuous flow conditions underscores its broad applicability across different research and manufacturing scales.

The pharmaceutical industry has been particularly keen on leveraging boronic acids due to their role as pharmacophores in several approved drugs. While direct examples involving Pyridine-2-boronic acid dimethyl ester may still be emerging compared to more established analogs like triphenylboron derivatives, its structural features suggest potential applications in areas such as protease inhibition and receptor binding modulation. Computational modeling studies have begun to predict how modifications around the pyridine ring could enhance binding affinity or metabolic stability.

In conclusion, Pyridine-2-boronic acid dimethyl ester (CAS No 136805-54-4) represents a cornerstone compound in synthetic organic chemistry with far-reaching implications across multiple disciplines. Its role as a key intermediate in cross-coupling reactions continues to drive innovation in drug discovery and materials science. As research progresses, new methodologies and applications will undoubtedly emerge, further solidifying its importance as a chemical building block for tomorrow’s advancements.

• 317810-27-8(2-(1,3,2-Dioxaborolan-2-yl)pyridine)
• 1315339-28-6(Pyridine-2-boronic acid neopentylglycol ester)
• 162717-80-8(PYRIDINE-2-BORONIC ACID)
• 197958-29-5((pyridin-2-yl)boronic acid)
• 2098070-20-1(2-(3-(Pyridin-3-yl)-1H-pyrazol-1-yl)acetimidamide)
• 2680771-01-9(4-cyclopentyl-3-{(prop-2-en-1-yloxy)carbonylamino}butanoic acid)
• 1444113-98-7(N-(3-cyanothiolan-3-yl)-2-[(2,2,2-trifluoroethyl)sulfanyl]pyridine-4-carboxamide)
• 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)
• 941977-17-9(N'-(3-chloro-2-methylphenyl)-N-2-(dimethylamino)-2-(naphthalen-1-yl)ethylethanediamide)