Cas no 1073353-71-5 (3-Chloro-2-fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine)

3-Chloro-2-fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine is a boronic ester derivative of pyridine, widely used as a key intermediate in Suzuki-Miyaura cross-coupling reactions. The presence of both chloro and fluoro substituents enhances its reactivity and selectivity in palladium-catalyzed transformations, making it valuable for constructing complex heterocyclic systems. The 4,4,5,5-tetramethyl-1,3,2-dioxaborolane group offers improved stability and handling compared to boronic acids, while maintaining high coupling efficiency. This compound is particularly useful in pharmaceutical and agrochemical synthesis, where precise functionalization of pyridine scaffolds is required. Its well-defined structure and consistent performance make it a reliable choice for research and industrial applications.
3-Chloro-2-fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine structure
1073353-71-5 structure
Product Name:3-Chloro-2-fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine
CAS No:1073353-71-5
MF:C11H14BClFNO2
MW:257.496765613556
MDL:MFCD09037476
CID:827933
PubChem ID:44755156
Update Time:2025-06-11

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

Names and Identifiers

    • 3-Chloro-2-fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine
    • 3-Chloro-2-fluoropyridine-4-boronic acid pinacol ester
    • Pyridine, 3-chloro-2-fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-
    • QC-7065
    • X1588
    • 3-CHLORO-2-FLUORO-4-(4,4,5,5-TETRAMETHYL-[1,3,2]DIOXABOROLAN-2-YL)PYRIDINE
    • 3-Chloro-2-fluoropyridine-4-boronicacidpinacolester
    • 3-Chloro-2-fluoropyridine-4-boronic acid, pinacol ester
    • 3-CHLORO-2-FLUORO PYRIDINE-4-BORONIC ACID, PINACOL ESTER
    • 3-CHLORO-2-FLUORO-4-(TETRAMET
    • MFCD09037476
    • FD10381
    • EN300-7364373
    • CS-0174395
    • 1073353-71-5
    • SY255567
    • DTXSID00660603
    • AKOS005259437
    • 3-CHLORO-2-FLUORO-4-(TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)PYRIDINE
    • AS-48844
    • MDL: MFCD09037476
    • Inchi: 1S/C11H14BClFNO2/c1-10(2)11(3,4)17-12(16-10)7-5-6-15-9(14)8(7)13/h5-6H,1-4H3
    • InChI Key: GCFCLRRKQXUVJM-UHFFFAOYSA-N
    • SMILES: ClC1C(=NC=CC=1B1OC(C)(C)C(C)(C)O1)F

Computed Properties

  • Exact Mass: 257.07900
  • Monoisotopic Mass: 257.0790147g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 17
  • Rotatable Bond Count: 1
  • Complexity: 287
  • 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: 31.4

Experimental Properties

  • Melting Point: 76-80°C
  • PSA: 31.35000
  • LogP: 2.17330

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

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

Introduction to 3-Chloro-2-fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine (CAS No. 1073353-71-5)

3-Chloro-2-fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine (CAS No. 1073353-71-5) is a versatile compound that has gained significant attention in the fields of organic synthesis and medicinal chemistry. This compound is a pyridine derivative functionalized with a chloro and fluoro substituent on the aromatic ring and a boronic acid pinacol ester group. The unique combination of these functional groups makes it an attractive building block for the synthesis of complex molecules with potential applications in pharmaceuticals and materials science.

The boronic acid pinacol ester group in 3-Chloro-2-fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine is particularly noteworthy due to its reactivity in Suzuki-Miyaura coupling reactions. These reactions are widely used in the synthesis of biologically active compounds and pharmaceutical intermediates. The presence of the boronic acid pinacol ester allows for efficient and selective coupling with various aryl and vinyl halides, making it a valuable reagent in the development of new drugs.

The chloro and fluoro substituents on the pyridine ring contribute to the compound's electronic properties and reactivity. Chlorine and fluorine are known for their strong electron-withdrawing effects, which can influence the reactivity of adjacent functional groups. This property is particularly useful in fine-tuning the reactivity and selectivity of intermediates in synthetic pathways. Additionally, the presence of these halogens can enhance the solubility and bioavailability of final products, which is crucial for pharmaceutical applications.

Recent research has highlighted the potential of 3-Chloro-2-fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine in the development of novel therapeutics. For instance, a study published in the Journal of Medicinal Chemistry demonstrated that this compound can be used as a key intermediate in the synthesis of potent inhibitors of protein-protein interactions (PPIs). PPI inhibitors are an emerging class of drugs that target protein interactions involved in various diseases, including cancer and neurodegenerative disorders.

In another study, researchers at a leading pharmaceutical company utilized 3-Chloro-2-fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine to synthesize a series of pyridine-based compounds with antiviral activity. The resulting compounds showed promising efficacy against several viral strains, including influenza and hepatitis C viruses. This research underscores the compound's potential as a platform for developing new antiviral agents.

The versatility of 3-Chloro-2-fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine extends beyond pharmaceutical applications. In materials science, this compound has been explored for its use in the synthesis of functional polymers and organic semiconductors. The unique electronic properties conferred by the chloro and fluoro substituents make it suitable for applications in organic electronics and photovoltaic devices.

In conclusion, 3-Chloro-2-fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine (CAS No. 1073353-71-5) is a highly versatile compound with significant potential in both medicinal chemistry and materials science. Its unique combination of functional groups makes it an invaluable building block for the synthesis of complex molecules with diverse applications. Ongoing research continues to uncover new possibilities for this compound, further solidifying its importance in modern chemical research.

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