Cas no 1256355-37-9 (2-Ethoxy-4-methylpyridine-5-boronic acid)

2-Ethoxy-4-methylpyridine-5-boronic acid is a boronic acid derivative featuring a pyridine core substituted with an ethoxy group at the 2-position and a methyl group at the 4-position. This compound is primarily utilized as a versatile building block in Suzuki-Miyaura cross-coupling reactions, enabling the synthesis of complex biaryl and heteroaryl structures. Its boronic acid moiety facilitates efficient coupling with aryl halides under mild conditions, while the ethoxy and methyl substituents enhance stability and reactivity. The compound is particularly valuable in pharmaceutical and agrochemical research for constructing pyridine-based scaffolds. It is typically handled under inert conditions due to its sensitivity to moisture and oxygen.
2-Ethoxy-4-methylpyridine-5-boronic acid structure
1256355-37-9 structure
Product Name:2-Ethoxy-4-methylpyridine-5-boronic acid
CAS No:1256355-37-9
MF:C8H12BNO3
MW:180.996782302856
MDL:MFCD07374995
CID:828701
PubChem ID:53216704
Update Time:2025-05-20

2-Ethoxy-4-methylpyridine-5-boronic acid Chemical and Physical Properties

Names and Identifiers

    • (6-Ethoxy-4-methylpyridin-3-yl)boronic acid
    • 2-Ethoxy-4-methylpyridine-5-boronic acid
    • 6-Ethoxy-4-methylpyridine-3-boronic acid
    • 2-Ethoxy-4-methyl-5-pyridinylboronic acid
    • BS-19850
    • DTXSID00681858
    • CS-0174084
    • 1256355-37-9
    • Boronic acid, B-(6-ethoxy-4-methyl-3-pyridinyl)-
    • (6-Ethoxy-4-methylpyridin-3-yl)boronicacid
    • AKOS006284111
    • AB40901
    • FD10250
    • 6-ETHOXY-4-METHYLPYRIDIN-3-YLBORONIC ACID
    • MFCD07374995
    • MDL: MFCD07374995
    • Inchi: 1S/C8H12BNO3/c1-3-13-8-4-6(2)7(5-10-8)9(11)12/h4-5,11-12H,3H2,1-2H3
    • InChI Key: KAACOMLXVNTIQV-UHFFFAOYSA-N
    • SMILES: O(CC)C1C=C(C)C(B(O)O)=CN=1

Computed Properties

  • Exact Mass: 181.09100
  • Monoisotopic Mass: 181.0910234g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 13
  • Rotatable Bond Count: 3
  • Complexity: 156
  • 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: 62.6?2

Experimental Properties

  • PSA: 62.58000
  • LogP: -0.53150

2-Ethoxy-4-methylpyridine-5-boronic acid Pricemore >>

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Additional information on 2-Ethoxy-4-methylpyridine-5-boronic acid

Comprehensive Overview of 2-Ethoxy-4-methylpyridine-5-boronic acid (CAS No. 1256355-37-9)

2-Ethoxy-4-methylpyridine-5-boronic acid (CAS No. 1256355-37-9) is a specialized boronic acid derivative widely utilized in pharmaceutical research, agrochemical development, and material science. This compound belongs to the pyridine-boronic acid family, a class of molecules known for their versatility in Suzuki-Miyaura cross-coupling reactions, a cornerstone of modern organic synthesis. The presence of both ethoxy and methyl substituents on the pyridine ring enhances its reactivity and selectivity, making it a valuable intermediate for constructing complex molecular architectures.

In recent years, the demand for 2-Ethoxy-4-methylpyridine-5-boronic acid has surged due to its applications in drug discovery and bioconjugation. Researchers are particularly interested in its role as a building block for kinase inhibitors and anticancer agents, aligning with the growing focus on precision medicine. The compound’s boronic acid moiety enables efficient C-C bond formation, a critical step in synthesizing bioactive molecules. Additionally, its stability under mild conditions makes it suitable for high-throughput screening and combinatorial chemistry.

The synthesis of 2-Ethoxy-4-methylpyridine-5-boronic acid typically involves direct borylation of halogenated pyridine precursors or transmetalation reactions. Advanced techniques like microwave-assisted synthesis have been employed to improve yield and purity, addressing the need for green chemistry practices. Analytical characterization via NMR spectroscopy, HPLC, and mass spectrometry ensures compliance with stringent quality standards, a priority for industries adhering to Good Manufacturing Practices (GMP).

Beyond pharmaceuticals, this compound finds utility in agrochemical formulations, where its structural features contribute to the development of herbicides and pesticides with enhanced environmental profiles. Its compatibility with nanoparticle functionalization also opens doors to innovations in sensors and catalysis, reflecting the intersection of chemistry and nanotechnology. As sustainability gains traction, researchers explore biodegradable derivatives of 2-Ethoxy-4-methylpyridine-5-boronic acid to minimize ecological impact.

Frequently asked questions about 2-Ethoxy-4-methylpyridine-5-boronic acid include its solubility (commonly in polar aprotic solvents like DMSO or THF), storage conditions (recommended at 2-8°C under inert atmosphere), and handling precautions (standard lab protocols for boronic acids). Users often search for supplier information, technical data sheets, and custom synthesis options, highlighting the need for accessible, reliable sources. The compound’s price trends and patent landscape are also trending topics, driven by its commercial relevance.

In summary, 2-Ethoxy-4-methylpyridine-5-boronic acid (CAS No. 1256355-37-9) exemplifies the synergy between structural design and functional utility in modern chemistry. Its adaptability across diverse fields—from life sciences to materials engineering—positions it as a key player in advancing innovation and sustainability. As research continues to uncover new applications, this compound will remain a focal point for scientists and industries alike.

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