Cas no 2096341-42-1 ((2-chloro-3-methyl-4-pyridyl)boronic acid)

(2-Chloro-3-methyl-4-pyridyl)boronic acid is a versatile boronic acid derivative commonly employed in Suzuki-Miyaura cross-coupling reactions, a key methodology for forming carbon-carbon bonds in organic synthesis. The presence of both chloro and methyl substituents on the pyridine ring enhances its reactivity and selectivity in palladium-catalyzed transformations. This compound is particularly valuable in pharmaceutical and agrochemical research, where it serves as a building block for constructing complex heterocyclic frameworks. Its stability under typical reaction conditions and compatibility with a range of functional groups make it a reliable reagent for targeted synthesis. Proper handling under inert conditions is recommended to preserve its reactivity.
(2-chloro-3-methyl-4-pyridyl)boronic acid structure
2096341-42-1 structure
Product Name:(2-chloro-3-methyl-4-pyridyl)boronic acid
CAS No:2096341-42-1
MF:C6H7BClNO2
MW:171.389280557632
MDL:MFCD16610703
CID:4638251
Update Time:2025-06-27

(2-chloro-3-methyl-4-pyridyl)boronic acid Chemical and Physical Properties

Names and Identifiers

    • Boronic acid, B-(2-chloro-3-methyl-4-pyridinyl)-
    • (2-chloro-3-methyl-4-pyridyl)boronic acid
    • MDL: MFCD16610703
    • Inchi: 1S/C6H7BClNO2/c1-4-5(7(10)11)2-3-9-6(4)8/h2-3,10-11H,1H3
    • InChI Key: GDEMNHNLYRDTAE-UHFFFAOYSA-N
    • SMILES: B(C1C=CN=C(Cl)C=1C)(O)O

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Additional information on (2-chloro-3-methyl-4-pyridyl)boronic acid

Introduction to (2-chloro-3-methyl-4-pyridyl)boronic Acid (CAS No. 2096341-42-1)

(2-chloro-3-methyl-4-pyridyl)boronic acid is a specialized organoboron compound that has garnered significant attention in the field of pharmaceutical chemistry and materials science. With the CAS number 2096341-42-1, this compound represents a unique structural motif that combines a pyridine ring with functional boronic acid groups, making it a versatile intermediate in organic synthesis and drug development.

The pyridine ring in (2-chloro-3-methyl-4-pyridyl)boronic acid serves as a privileged scaffold, providing a range of electronic and steric properties that can be exploited in the design of novel compounds. The presence of both chloro and methyl substituents on the pyridine ring enhances its reactivity, allowing for diverse chemical transformations. Boronic acids, on the other hand, are well-known for their role in Suzuki-Miyaura cross-coupling reactions, which are widely used in the synthesis of complex organic molecules.

In recent years, there has been a surge in research focused on developing new boronic acid derivatives for their potential applications in pharmaceuticals. The (2-chloro-3-methyl-4-pyridyl)boronic acid derivative has emerged as a promising candidate due to its ability to participate in cross-coupling reactions under mild conditions, yielding products with high selectivity and yield. This property makes it an invaluable tool for medicinal chemists seeking to construct intricate molecular architectures.

One of the most compelling aspects of (2-chloro-3-methyl-4-pyridyl)boronic acid is its utility in the synthesis of biologically active compounds. For instance, studies have demonstrated its effectiveness in generating novel heterocyclic compounds that exhibit antimicrobial and anti-inflammatory properties. The combination of the pyridine scaffold with boronic acid functionality allows for the creation of molecules that can interact with biological targets in unique ways, potentially leading to the discovery of new therapeutic agents.

The compound's reactivity also extends to materials science applications. Boronic acids are known to form covalent bonds with various substrates, including polymers and surfaces, making them suitable for use in surface modification and functionalization processes. This has led to investigations into using (2-chloro-3-methyl-4-pyridyl)boronic acid as a building block for advanced materials with tailored properties.

Recent advancements in synthetic methodologies have further enhanced the appeal of (2-chloro-3-methyl-4-pyridyl)boronic acid. For example, the development of catalytic systems that facilitate boronic acid-mediated reactions under ambient conditions has made it more accessible for industrial applications. This progress underscores the compound's significance as a chemical intermediate and highlights its potential for future innovation.

The pharmaceutical industry has been particularly keen on exploring the therapeutic potential of boronic acid derivatives. Research has shown that boronic acids can act as inhibitors of enzymes by forming reversible covalent bonds with active sites. The structural features of (2-chloro-3-methyl-4-pyridyl)boronic acid make it an attractive candidate for designing such enzyme inhibitors, which could lead to novel treatments for various diseases.

In conclusion, (2-chloro-3-methyl-4-pyridyl)boronic acid (CAS No. 2096341-42-1) is a multifaceted compound with broad applications in pharmaceutical chemistry and materials science. Its unique structural features and reactivity make it a valuable tool for synthetic chemists and researchers alike. As our understanding of its properties continues to grow, so too does its potential to contribute to advancements in drug development and material innovation.

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