Cas no 719268-92-5 (3-Fluoro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine)

3-Fluoro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine is a boronic ester derivative of pyridine, featuring a fluorine substituent at the 3-position. This compound is widely utilized as a versatile intermediate in Suzuki-Miyaura cross-coupling reactions, enabling the synthesis of complex biaryl structures. The presence of the electron-withdrawing fluorine group enhances reactivity and selectivity in coupling processes. The dioxaborolane moiety offers improved stability and handling compared to boronic acids, making it suitable for storage and use under standard conditions. Its applications span pharmaceutical and agrochemical research, particularly in the development of fluorinated heterocycles. The product is characterized by high purity and consistent performance in synthetic workflows.
3-Fluoro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine structure
719268-92-5 structure
Product Name:3-Fluoro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine
CAS No:719268-92-5
MF:C11H15BFNO2
MW:223.051706552505
MDL:MFCD07780754
CID:562647
PubChem ID:16414268
Update Time:2025-10-28

3-Fluoro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine Chemical and Physical Properties

Names and Identifiers

    • 3-Fluoro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine
    • 3-FLUORO-5-(4,4,5,5-TETRAMETHYL-[1,3,2]DIOXABOROLAN-2-YL)PYRIDINE
    • 3-Fluoro-5-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-pyridine
    • 3-Fluoropyridine-5-boronic acid pinacol ester
    • 5-Fluoropyridine-3-boronic acid, pinacol ester
    • Pyridine,3-fluoro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-
    • 5-Fluoro-3-pyridylboronic Acid Pinacol Ester
    • 2-(5-Fluoro-3-pyridyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
    • 5-Fluoropyridine-3-boronic acid pinacol ester
    • 3-Fluoropyridine-5-boronic acid, pinacol ester
    • C11H15BFNO2
    • 3-fluoro-5-(tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine
    • PubChem17173
    • AMBA00068
    • VFMTUTYBMBTIGA-UHFFFAOYSA-N
    • EBD30210
    • MDL: MFCD07780754
    • Inchi: 1S/C11H15BFNO2/c1-10(2)11(3,4)16-12(15-10)8-5-9(13)7-14-6-8/h5-7H,1-4H3
    • InChI Key: VFMTUTYBMBTIGA-UHFFFAOYSA-N
    • SMILES: FC1=CN=CC(B2OC(C)(C)C(C)(C)O2)=C1

Computed Properties

  • Exact Mass: 223.11800
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 16
  • Rotatable Bond Count: 1
  • Complexity: 257
  • Topological Polar Surface Area: 31.4

Experimental Properties

  • Density: 1.1
  • Melting Point: 55.0 to 59.0 deg-C
  • Boiling Point: 294.487°C at 760 mmHg
  • Flash Point: 131.901°C
  • Refractive Index: 1.477
  • PSA: 31.35000
  • LogP: 1.51990

3-Fluoro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine Security Information

3-Fluoro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine Customs Data

  • HS CODE:2934999090
  • Customs Data:

    China Customs Code:

    2934999090

    Overview:

    2934999090. Other heterocyclic compounds. VAT:17.0%. Tax refund rate:13.0%. Regulatory conditions:nothing. MFN tariff:6.5%. general tariff:20.0%

    Declaration elements:

    Product Name, component content, use to

    Summary:

    2934999090. other heterocyclic compounds. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

3-Fluoro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine Pricemore >>

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3-Fluoro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine Production Method

Additional information on 3-Fluoro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine

3-Fluoro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine (CAS No. 719268-92-5): A Versatile Building Block in Modern Medicinal Chemistry

3-Fluoro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine (CAS No. 719268-92-5) is a highly versatile and valuable compound in the field of medicinal chemistry and pharmaceutical research. This compound is characterized by its unique structural features, which include a fluorinated pyridine ring and a boronic acid ester moiety. These properties make it an excellent candidate for various synthetic transformations and drug discovery applications.

The fluorine atom in the pyridine ring imparts significant electronic and steric effects, enhancing the compound's reactivity and selectivity in chemical reactions. The boronic acid ester functionality, on the other hand, provides a convenient handle for palladium-catalyzed cross-coupling reactions, such as Suzuki-Miyaura couplings. These reactions are widely used in the synthesis of complex organic molecules, including pharmaceuticals and biologically active compounds.

Recent advancements in the field of medicinal chemistry have highlighted the importance of 3-Fluoro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine in the development of novel therapeutic agents. For instance, a study published in the Journal of Medicinal Chemistry demonstrated the use of this compound as a key intermediate in the synthesis of a series of potent inhibitors targeting specific enzymes involved in cancer progression. The fluorinated pyridine scaffold was found to enhance the potency and selectivity of these inhibitors, making them promising candidates for further clinical evaluation.

In another notable application, researchers at a leading pharmaceutical company utilized 3-Fluoro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine to develop a novel class of antiviral agents. The compound's unique structure allowed for the efficient synthesis of derivatives with enhanced antiviral activity against a range of viral pathogens. This work underscores the compound's potential in addressing unmet medical needs and advancing the field of antiviral drug discovery.

The synthetic accessibility of 3-Fluoro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine has also been improved through recent methodological developments. A novel synthetic route reported in Organic Letters describes a highly efficient and scalable method for preparing this compound from readily available starting materials. This method not only simplifies the synthesis but also reduces the overall cost and environmental impact associated with its production.

In addition to its applications in drug discovery and development, 3-Fluoro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine has found use in other areas of chemical research. For example, it has been employed as a building block in the synthesis of functional materials with unique optical and electronic properties. These materials have potential applications in fields such as organic electronics and photovoltaics.

The safety profile of 3-Fluoro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine is another important consideration for its use in various applications. Extensive toxicological studies have shown that this compound is generally well-tolerated at relevant concentrations. However, as with any chemical reagent or intermediate used in laboratory settings or industrial processes, appropriate safety measures should be followed to ensure safe handling and storage.

In conclusion, 3-Fluoro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine (CAS No. 719268-92-5) stands out as a highly valuable compound in modern medicinal chemistry and pharmaceutical research. Its unique structural features and versatile reactivity make it an indispensable tool for synthetic chemists working on the development of novel therapeutic agents and functional materials. As research continues to advance in these areas, 3-fluoro-pyridines with boronic acid ester functionalities are likely to play an increasingly important role in driving innovation and addressing pressing medical challenges.

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