Cas no 1257553-74-4 (5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)picolinamide)

5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)picolinamide is a boronic ester derivative of picolinamide, commonly employed as an intermediate in Suzuki-Miyaura cross-coupling reactions. Its stable dioxaborolane moiety enhances handling and storage compared to free boronic acids, while the picolinamide group offers additional coordination potential for catalytic systems. This compound is particularly useful in pharmaceutical and agrochemical synthesis, where its compatibility with diverse reaction conditions and functional groups enables efficient construction of complex heterocyclic frameworks. The product's high purity and well-defined structure ensure reproducibility in coupling reactions, making it a reliable choice for research and industrial applications requiring precise borylation chemistry.
5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)picolinamide structure
1257553-74-4 structure
Product Name:5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)picolinamide
CAS No:1257553-74-4
MF:C12H17BN2O3
MW:248.085983037949
MDL:MFCD11878212
CID:1033343
Update Time:2025-06-14

5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)picolinamide Chemical and Physical Properties

Names and Identifiers

    • 5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)picolinamide
    • 5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)picolimide
    • 6-Carbamoylpyridine-3-boronic acid pinacol ester
    • 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine-2-carboxamide
    • MDL: MFCD11878212
    • Inchi: 1S/C12H17BN2O3/c1-11(2)12(3,4)18-13(17-11)8-5-6-9(10(14)16)15-7-8/h5-7H,1-4H3,(H2,14,16)
    • InChI Key: NRPJHELKCIKBLE-UHFFFAOYSA-N
    • SMILES: O1B(C2C=NC(C(N)=O)=CC=2)OC(C)(C)C1(C)C

Computed Properties

  • Exact Mass: 248.13300
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 5
  • Heavy Atom Count: 18
  • Rotatable Bond Count: 2

Experimental Properties

  • PSA: 74.44000
  • LogP: 1.18000

5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)picolinamide Security Information

5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)picolinamide 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%

5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)picolinamide Pricemore >>

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Additional information on 5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)picolinamide

Comprehensive Overview of 5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)picolinamide (CAS No. 1257553-74-4)

5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)picolinamide, with the CAS number 1257553-74-4, is a highly specialized boron-containing compound that has garnered significant attention in the fields of medicinal chemistry and materials science. This compound, often referred to as a picolinamide boronic ester, is a key intermediate in the synthesis of various pharmaceuticals and organic materials. Its unique structure, featuring a dioxaborolane ring and a picolinamide moiety, makes it a versatile building block for cross-coupling reactions, particularly in Suzuki-Miyaura couplings, which are pivotal in modern organic synthesis.

The growing interest in boron-based compounds like 5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)picolinamide can be attributed to their applications in drug discovery and development. Researchers are increasingly exploring the potential of boronic acids and their derivatives as protease inhibitors, which are crucial in treating diseases such as cancer and diabetes. The compound's CAS no 1257553-74-4 is frequently searched in academic and industrial databases, reflecting its relevance in cutting-edge research. Additionally, its role in the development of PET (Positron Emission Tomography) tracers has made it a subject of interest in diagnostic imaging.

From a synthetic perspective, 5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)picolinamide is valued for its stability and reactivity. The tetramethyl dioxaborolane group protects the boron atom, enhancing the compound's shelf life and handling properties. This feature is particularly important for large-scale industrial applications where consistency and reliability are paramount. The compound's picolinamide moiety also contributes to its solubility in organic solvents, facilitating its use in diverse reaction conditions.

In recent years, the demand for boron-containing intermediates has surged, driven by advancements in bioconjugation techniques and click chemistry. 5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)picolinamide is often highlighted in discussions about targeted drug delivery systems, where its ability to form stable covalent bonds with biomolecules is exploited. This aligns with the broader trend of personalized medicine, where precision and specificity are critical. The compound's CAS no 1257553-74-4 is thus a recurring keyword in patents and research papers focusing on innovative therapeutic approaches.

Environmental and safety considerations are also integral to the discourse surrounding 5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)picolinamide. While boron compounds are generally considered low-toxicity, their handling and disposal require adherence to stringent guidelines. The compound's dioxaborolane ring is designed to minimize volatility and reactivity, reducing risks associated with its use. This aspect is particularly relevant to laboratories and manufacturing facilities aiming to comply with green chemistry principles.

Looking ahead, the applications of 5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)picolinamide are expected to expand further. Its role in the development of advanced materials, such as organic semiconductors and luminescent probes, is an area of active investigation. The compound's CAS no 1257553-74-4 is likely to remain a focal point in scientific literature, as researchers continue to unlock its potential. For those seeking high-quality boron reagents, this compound represents a reliable and efficient choice, underscoring its importance in contemporary chemical research.

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