Cas no 1073354-32-1 (N-(4-Methylbenzyl)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-amine)

N-(4-Methylbenzyl)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-amine is a boronic ester derivative featuring a pyridin-2-amine scaffold with a 4-methylbenzyl substituent. This compound is primarily utilized as an intermediate in Suzuki-Miyaura cross-coupling reactions, enabling the synthesis of biaryl structures with high efficiency and selectivity. The presence of the dioxaborolane group enhances stability and handling under ambient conditions, while the aromatic amine moiety offers versatility in further functionalization. Its well-defined structure and consistent reactivity make it a valuable reagent in pharmaceutical and materials science research, particularly for constructing complex heterocyclic frameworks. The compound is typically handled under inert conditions to preserve its boronate integrity.
N-(4-Methylbenzyl)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-amine structure
1073354-32-1 structure
Product Name:N-(4-Methylbenzyl)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-amine
CAS No:1073354-32-1
MF:C19H25BN2O2
MW:324.225004911423
MDL:MFCD06798272
CID:857445
PubChem ID:44755166
Update Time:2025-05-21

N-(4-Methylbenzyl)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-amine Chemical and Physical Properties

Names and Identifiers

    • N-(4-Methylbenzyl)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-amine
    • 2-(4-METHYLBENZYLAMINO)PYRIDINE-5-BORONIC ACID PINACOL ESTER
    • N-(4-METHYLBENZYL)-5-(4,4,5,5-TETRAMETHYL-[1,3,2]-DIOXABOROLAN-2-YL)PYRIDIN-2-AMINE
    • N-(4-METHYLBENZYL)-5-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)-2-PYRIDINAMINE
    • N-(4-Methylbenzyl)-5-(4,4,5,
    • 2-Pyridinamine, N-[(4-methylphenyl)methyl]-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-
    • 6-(4-Methylbenzylamino)pyridine-3-boronic acid pinacol ester
    • Y6965
    • AKOS015949973
    • J-523069
    • MFCD06798272
    • N-[(4-METHYLPHENYL)METHYL]-5-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)-2-PYRIDINAMINE
    • AB29927
    • N-[(4-methylphenyl)methyl]-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-amine
    • 1073354-32-1
    • FD10423
    • J-001830
    • DTXSID50660613
    • CS-0175844
    • MDL： MFCD06798272
    • Inchi： 1S/C19H25BN2O2/c1-14-6-8-15(9-7-14)12-21-17-11-10-16(13-22-17)20-23-18(2,3)19(4,5)24-20/h6-11,13H,12H2,1-5H3,(H,21,22)
    • InChI Key： AFMJUGQUPACTDK-UHFFFAOYSA-N
    • SMILES： O1B(C2C=NC(=CC=2)NCC2C=CC(C)=CC=2)OC(C)(C)C1(C)C

Computed Properties

  • Exact Mass: 324.20100
  • Monoisotopic Mass: 324.2009082g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 24
  • Rotatable Bond Count: 3
  • Complexity: 406
  • 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: 43.4?2

Experimental Properties

  • Melting Point: 148-153°C
  • PSA: 43.38000
  • LogP: 3.37430

N-(4-Methylbenzyl)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-amine 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%

N-(4-Methylbenzyl)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-amine Pricemore >>

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N-(4-Methylbenzyl)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-amine Related Literature

Additional information on N-(4-Methylbenzyl)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-amine

Comprehensive Overview of N-(4-Methylbenzyl)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-amine (CAS 1073354-32-1)

The compound N-(4-Methylbenzyl)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-amine (CAS 1073354-32-1) is a highly specialized boron-containing intermediate with significant applications in pharmaceutical research and material science. Its unique dioxaborolane moiety makes it a valuable building block for Suzuki-Miyaura cross-coupling reactions, a widely used method in modern organic synthesis. Researchers and industries are increasingly interested in this compound due to its role in developing targeted therapies and advanced materials.

In recent years, the demand for boronic acid derivatives like CAS 1073354-32-1 has surged, driven by their utility in drug discovery and bioconjugation. The compound’s pyridine-amine structure enhances its binding affinity to biological targets, making it a candidate for kinase inhibitors and proteolysis-targeting chimeras (PROTACs). These applications align with current trends in precision medicine and cancer research, where small-molecule modulators are in high demand.

The 4,4,5,5-tetramethyl-1,3,2-dioxaborolane group in N-(4-Methylbenzyl)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-amine provides exceptional stability under aerobic conditions, a critical feature for high-throughput screening and combinatorial chemistry. This stability is particularly valuable in automated synthesis platforms, where reproducibility and shelf life are paramount. Additionally, the compound’s lipophilicity and cell permeability are frequently discussed in forums and publications focused on ADME optimization.

From a synthetic perspective, CAS 1073354-32-1 is often compared to other boronate esters due to its compatibility with palladium-catalyzed reactions. Its methylbenzyl substituent further diversifies its reactivity, enabling tailored modifications for structure-activity relationship (SAR) studies. These properties have made it a subject of interest in patent literature and academic journals, particularly in the context of heterocyclic chemistry.

Environmental and regulatory considerations also play a role in the compound’s adoption. Unlike some traditional reagents, N-(4-Methylbenzyl)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-amine is designed to meet green chemistry principles, with minimal byproduct generation. This aligns with the growing emphasis on sustainable synthesis in the chemical industry, a topic frequently searched by professionals seeking eco-friendly alternatives.

In summary, CAS 1073354-32-1 represents a versatile and innovative tool for researchers exploring next-generation therapeutics and functional materials. Its combination of structural modularity, stability, and reactivity ensures its relevance in cutting-edge scientific endeavors. As the fields of medicinal chemistry and materials science evolve, this compound is poised to remain a key player in molecular design and application development.

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