Cas no 1052686-67-5 (2-methyl-5-(tetramethyl-1,3,2-dioxaborolan-2-yl)pyrimidine)

2-Methyl-5-(tetramethyl-1,3,2-dioxaborolan-2-yl)pyrimidine is a boronic ester derivative of pyrimidine, commonly employed as an intermediate in Suzuki-Miyaura cross-coupling reactions. The tetramethyl-1,3,2-dioxaborolane protecting group enhances stability and solubility in organic solvents, facilitating handling and storage. This compound is particularly useful in pharmaceutical and agrochemical synthesis, where pyrimidine scaffolds are prevalent. Its structural features allow for selective functionalization, enabling efficient construction of complex heterocyclic systems. The methyl substitution at the 2-position further modulates reactivity, offering controlled coupling efficiency. Suitable for use under inert conditions, it provides a reliable boron source for palladium-catalyzed transformations.
2-methyl-5-(tetramethyl-1,3,2-dioxaborolan-2-yl)pyrimidine structure
1052686-67-5 structure
Product Name:2-methyl-5-(tetramethyl-1,3,2-dioxaborolan-2-yl)pyrimidine
CAS No:1052686-67-5
MF:C11H17BN2O2
MW:220.075882673264
MDL:MFCD12032615
CID:842545
PubChem ID:45787282
Update Time:2025-06-13

2-methyl-5-(tetramethyl-1,3,2-dioxaborolan-2-yl)pyrimidine Chemical and Physical Properties

Names and Identifiers

    • 2-Methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrimidine
    • 2-Methylpyrimidine-5-boronic Acid Pinacol Ester
    • 2-Methylpyrimidin-5-ylboronic acid pinacol ester
    • Pyrimidine, 2-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-
    • 1H-BenziMidazole, 2-Methyl-6-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)-
    • COBZMDPXIDGRHY-UHFFFAOYSA-N
    • MB11606
    • SY015739
    • AB0047089
    • ST24040855
    • Pyrimidine, 2-methyl-5-(4,4,5,5-tetramethyl-1,3,2-
    • 2-methyl-5-(tetramethyl-1,3,2-dioxaborolan-2-yl)pyrimidine
    • 2-Methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrimidine;2-Methylpyrimidine-5-boronic Acid Pinacol Ester
    • DS-16937
    • EN300-4613938
    • A896052
    • FT-0770195
    • AKOS015943511
    • 1052686-67-5
    • CS-W021721
    • MFCD12032615
    • DTXSID30671661
    • SCHEMBL1284338
    • Z2044811498
    • (2-Methylpyrimidin-5-yl)boronic acid pinacol ester
    • MDL: MFCD12032615
    • Inchi: 1S/C11H17BN2O2/c1-8-13-6-9(7-14-8)12-15-10(2,3)11(4,5)16-12/h6-7H,1-5H3
    • InChI Key: COBZMDPXIDGRHY-UHFFFAOYSA-N
    • SMILES: O1B(C2=CN=C(C)N=C2)OC(C)(C)C1(C)C

Computed Properties

  • Exact Mass: 220.13800
  • Monoisotopic Mass: 220.1383080g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 16
  • Rotatable Bond Count: 1
  • Complexity: 247
  • 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: 44.2

Experimental Properties

  • Density: 1.06±0.1 g/cm3 (20 oC 760 Torr),
  • PSA: 44.24000
  • LogP: 1.08420

2-methyl-5-(tetramethyl-1,3,2-dioxaborolan-2-yl)pyrimidine 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%

2-methyl-5-(tetramethyl-1,3,2-dioxaborolan-2-yl)pyrimidine Pricemore >>

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2-methyl-5-(tetramethyl-1,3,2-dioxaborolan-2-yl)pyrimidine Production Method

2-methyl-5-(tetramethyl-1,3,2-dioxaborolan-2-yl)pyrimidine Related Literature

Additional information on 2-methyl-5-(tetramethyl-1,3,2-dioxaborolan-2-yl)pyrimidine

Comprehensive Overview of 2-methyl-5-(tetramethyl-1,3,2-dioxaborolan-2-yl)pyrimidine (CAS No. 1052686-67-5)

2-methyl-5-(tetramethyl-1,3,2-dioxaborolan-2-yl)pyrimidine (CAS No. 1052686-67-5) is a highly specialized boron-containing heterocyclic compound that has garnered significant attention in pharmaceutical and materials science research. This compound, often referred to as a pyrimidine boronic ester, is a key intermediate in Suzuki-Miyaura cross-coupling reactions, a cornerstone of modern organic synthesis. Its unique structure, featuring a tetramethyl-1,3,2-dioxaborolane moiety, enhances stability and reactivity, making it invaluable for constructing complex molecular architectures.

The growing demand for boron-based compounds in drug discovery, particularly for kinase inhibitors and proteolysis-targeting chimeras (PROTACs), has propelled interest in CAS No. 1052686-67-5. Researchers are increasingly exploring its utility in covalent drug design, where boronic acids and esters play a pivotal role due to their reversible binding with biological targets. This aligns with current trends in precision medicine and targeted therapy, addressing unmet medical needs in oncology and inflammatory diseases.

From a synthetic chemistry perspective, 2-methyl-5-(tetramethyl-1,3,2-dioxaborolan-2-yl)pyrimidine exemplifies the convergence of scalability and functional group tolerance. Its air-stable nature simplifies handling compared to traditional boronic acids, while the methyl-substituted pyrimidine core offers versatility for further derivatization. These properties are critical for industrial applications, where process optimization and green chemistry principles dominate discussions.

In materials science, this compound contributes to advancements in organic electronics and photovoltaic materials. The dioxaborolane group facilitates π-conjugation extension, a sought-after feature in OLED emitters and organic semiconductors. With the global push toward sustainable energy solutions, researchers are investigating its potential in perovskite solar cells and flexible displays, answering frequent search queries about "next-generation electronic materials."

Analytical characterization of CAS No. 1052686-67-5 typically involves NMR spectroscopy (particularly 11B and 13C NMR) and high-resolution mass spectrometry, topics frequently searched by synthetic chemists. The compound's crystalline form and solubility profile (favorable in THF and DMSO) are well-documented, addressing common experimental concerns. Recent publications highlight its use in automated synthesis platforms, reflecting the pharmaceutical industry's shift toward AI-driven molecular design.

Regulatory and safety profiles of this compound adhere to standard laboratory chemical protocols, with particular emphasis on handling moisture-sensitive reagents—a frequently searched topic among junior researchers. Its non-classified status under major chemical inventories makes it accessible for global research collaborations, though proper risk assessment remains essential, as with all synthetic intermediates.

The commercial availability of 2-methyl-5-(tetramethyl-1,3,2-dioxaborolan-2-yl)pyrimidine through specialized fine chemical suppliers has increased significantly, with purity grades ranging from 95% to 99% to meet diverse research needs. This availability supports its growing application in high-throughput screening and combinatorial chemistry, areas of intense interest in both academic and industrial settings.

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