Cas no 2225179-98-4 (2-Fluoro-6-(2-fluorophenyl)pyridine-3-boronic acid)

2-Fluoro-6-(2-fluorophenyl)pyridine-3-boronic acid is a boronic acid derivative featuring a fluorinated pyridine core with an additional fluorophenyl substituent. This compound is primarily utilized as a versatile building block in Suzuki-Miyaura cross-coupling reactions, enabling the synthesis of complex biaryl structures. The presence of fluorine atoms enhances its reactivity and stability, making it valuable for pharmaceutical and agrochemical applications. Its boronic acid moiety facilitates selective coupling with aryl halides or triflates under mild conditions. The compound’s structural features contribute to improved metabolic stability and binding affinity in drug discovery. It is typically handled under inert conditions due to its sensitivity to moisture and oxygen.
2-Fluoro-6-(2-fluorophenyl)pyridine-3-boronic acid structure
2225179-98-4 structure
Product Name:2-Fluoro-6-(2-fluorophenyl)pyridine-3-boronic acid
CAS No:2225179-98-4
MF:C11H8BF2NO2
MW:234.99
CID:5143231
PubChem ID:133554869
Update Time:2025-06-08

2-Fluoro-6-(2-fluorophenyl)pyridine-3-boronic acid Chemical and Physical Properties

Names and Identifiers

    • 2-Fluoro-6-(2-fluorophenyl)pyridine-3-boronic acid
    • 2225179-98-4
    • (2-Fluoro-6-(2-fluorophenyl)pyridin-3-yl)boronic acid
    • Inchi: 1S/C11H8BF2NO2/c13-9-4-2-1-3-7(9)10-6-5-8(12(16)17)11(14)15-10/h1-6,16-17H
    • InChI Key: BTGSROLQXIDMPL-UHFFFAOYSA-N
    • SMILES: C1(F)=NC(C2=CC=CC=C2F)=CC=C1B(O)O

Computed Properties

  • Exact Mass: 235.0616150g/mol
  • Monoisotopic Mass: 235.0616150g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 5
  • Heavy Atom Count: 17
  • Rotatable Bond Count: 2
  • Complexity: 258
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Topological Polar Surface Area: 53.4?2

2-Fluoro-6-(2-fluorophenyl)pyridine-3-boronic acid Pricemore >>

Related Categories No. Product Name Cas No. Purity Specification Price update time Inquiry
SHANG HAI MAI KE LIN SHENG HUA Technology Co., Ltd.
F904075-5mg
2-Fluoro-6-(2-fluorophenyl)pyridine-3-boronic acid
2225179-98-4 95%
5mg
¥898.20 2022-01-12
SHANG HAI MAI KE LIN SHENG HUA Technology Co., Ltd.
F904075-25mg
2-Fluoro-6-(2-fluorophenyl)pyridine-3-boronic acid
2225179-98-4 95%
25mg
¥2,970.00 2022-01-12
SHANG HAI MAI KE LIN SHENG HUA Technology Co., Ltd.
F904075-100mg
2-Fluoro-6-(2-fluorophenyl)pyridine-3-boronic acid
2225179-98-4 95%
100mg
¥8,280.00 2022-01-12

Additional information on 2-Fluoro-6-(2-fluorophenyl)pyridine-3-boronic acid

Introduction to 2-Fluoro-6-(2-fluorophenyl)pyridine-3-boronic acid (CAS No. 2225179-98-4)

2-Fluoro-6-(2-fluorophenyl)pyridine-3-boronic acid is a specialized organoboron compound that has garnered significant attention in the field of pharmaceutical and agrochemical research due to its versatile applications. This compound, identified by the Chemical Abstracts Service Number (CAS No.) 2225179-98-4, is a key intermediate in the synthesis of various biologically active molecules. Its unique structural features, including the presence of both fluorine and boronic acid functional groups, make it a valuable building block for further chemical modifications and derivatization.

The boronic acid moiety in 2-Fluoro-6-(2-fluorophenyl)pyridine-3-boronic acid is particularly noteworthy, as it participates in critical transformations such as Suzuki-Miyaura cross-coupling reactions. These reactions are fundamental in constructing complex organic molecules, including heterocyclic compounds that often exhibit pharmaceutical properties. The fluorine substituents further enhance the compound's reactivity and stability, making it an attractive candidate for drug discovery programs.

In recent years, there has been a surge in research focused on developing novel treatments for various diseases, including cancer and infectious disorders. The demand for high-quality intermediates like 2-Fluoro-6-(2-fluorophenyl)pyridine-3-boronic acid has increased accordingly. Researchers have leveraged this compound to synthesize small-molecule inhibitors that target specific biological pathways. For instance, studies have demonstrated its utility in generating pyridine-based scaffolds that interact with enzymes involved in cancer cell proliferation and metabolism.

The incorporation of fluorine atoms into pharmaceutical compounds often enhances their pharmacokinetic properties, such as bioavailability and metabolic stability. This is particularly relevant for 2-Fluoro-6-(2-fluorophenyl)pyridine-3-boronic acid, where the electron-withdrawing nature of fluorine influences the electronic distribution of the molecule. Such modifications can lead to improved drug efficacy and reduced side effects, making this compound a promising candidate for further development.

Recent advancements in computational chemistry have also facilitated the design of novel derivatives of 2-Fluoro-6-(2-fluorophenyl)pyridine-3-boronic acid. By employing molecular modeling techniques, researchers can predict the binding affinity and selectivity of different analogs against biological targets. This approach has enabled the rapid identification of lead compounds with optimized properties for therapeutic applications.

The synthesis of 2-Fluoro-6-(2-fluorophenyl)pyridine-3-boronic acid typically involves multi-step organic transformations, starting from readily available precursors. The process often requires careful optimization to ensure high yields and purity. Given its importance in synthetic chemistry, several synthetic routes have been reported in the literature, each with distinct advantages depending on the desired scale and purity requirements.

One notable application of 2-Fluoro-6-(2-fluorophenyl)pyridine-3-boronic acid is in the development of kinase inhibitors. Kinases are enzymes that play a crucial role in cell signaling pathways, and their dysregulation is associated with numerous diseases, including cancer. By designing molecules that selectively inhibit specific kinases, researchers can develop targeted therapies with improved efficacy and reduced toxicity. The boronic acid component allows for facile coupling with aryl halides or alkynes via cross-coupling reactions, enabling the construction of complex kinase inhibitors.

The agrochemical industry has also benefited from the use of 2-Fluoro-6-(2-fluorophenyl)pyridine-3-boronic acid as an intermediate. Fluorinated pyridines are known to exhibit herbicidal and pesticidal properties, making them valuable components in crop protection formulations. Researchers have synthesized various derivatives of this compound to develop environmentally friendly agrochemicals that offer effective pest control while minimizing ecological impact.

In conclusion, 2-Fluoro-6-(2-fluorophenyl)pyridine-3-boronic acid (CAS No. 2225179-98-4) is a multifaceted compound with significant potential in pharmaceutical and agrochemical applications. Its unique structural features enable diverse chemical transformations, making it a valuable tool for drug discovery and crop protection research. As advancements continue to emerge in synthetic chemistry and molecular biology, the role of this compound is expected to expand further, contributing to the development of innovative solutions for global health and agricultural challenges.

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