Cas no 1548827-73-1 ((6-Chloro-5-methoxypyridin-3-yl)boronic acid)

(6-Chloro-5-methoxypyridin-3-yl)boronic acid is a versatile boronic acid derivative widely used in Suzuki-Miyaura cross-coupling reactions, a key method for forming carbon-carbon bonds in organic synthesis. Its chloro and methoxy substituents enhance its reactivity and selectivity, making it valuable for constructing complex heterocyclic compounds, particularly in pharmaceutical and agrochemical applications. The boronic acid group facilitates efficient coupling with aryl or vinyl halides under mild conditions, while the pyridine scaffold offers stability and compatibility with diverse reaction conditions. This compound is characterized by high purity and consistent performance, ensuring reliable results in catalytic transformations. Proper handling under inert conditions is recommended to preserve its reactivity.
(6-Chloro-5-methoxypyridin-3-yl)boronic acid structure
1548827-73-1 structure
Product Name:(6-Chloro-5-methoxypyridin-3-yl)boronic acid
CAS No:1548827-73-1
MF:C6H7BClNO3
MW:187.388680696487
MDL:MFCD13189015
CID:4605399
PubChem ID:57415777
Update Time:2025-11-02

(6-Chloro-5-methoxypyridin-3-yl)boronic acid Chemical and Physical Properties

Names and Identifiers

    • (6-chloro-5-methoxypyridin-3-yl)boronic acid
    • 6-CHLORO-5-METHOXYPYRIDINE-3-BORONIC ACID
    • YLC82773
    • AB67568
    • 2-Chloro-3-methoxypyridine-5-boronic acid
    • (6-Chloro-5-methoxy-3-pyridyl)boronic acid
    • F17105
    • 6-CHLORO-5-METHOXYPYRIDIN-3-YLBORONIC ACID
    • AKOS026671042
    • AS-47953
    • MFCD13189015
    • CS-0173796
    • (6-chloro-5-methoxypyridin-3-yl)boronicacid
    • 1548827-73-1
    • (6-Chloro-5-methoxypyridin-3-yl)boronic acid
    • MDL: MFCD13189015
    • Inchi: 1S/C6H7BClNO3/c1-12-5-2-4(7(10)11)3-9-6(5)8/h2-3,10-11H,1H3
    • InChI Key: OJBRJRLOQQAEOJ-UHFFFAOYSA-N
    • SMILES: ClC1=C(C=C(B(O)O)C=N1)OC

Computed Properties

  • Exact Mass: 187.0207509g/mol
  • Monoisotopic Mass: 187.0207509g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 12
  • Rotatable Bond Count: 2
  • Complexity: 149
  • 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

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(6-Chloro-5-methoxypyridin-3-yl)boronic acid Suppliers

Amadis Chemical Company Limited
Gold Member
Audited Supplier Audited Supplier
(CAS:1548827-73-1)(6-Chloro-5-methoxypyridin-3-yl)boronic acid
Order Number:A1176062
Stock Status:in Stock
Quantity:1g
Purity:99%
Pricing Information Last Updated:Friday, 30 August 2024 01:33
Price ($):188.0

(6-Chloro-5-methoxypyridin-3-yl)boronic acid Related Literature

Additional information on (6-Chloro-5-methoxypyridin-3-yl)boronic acid

Exploring the Versatility of (6-Chloro-5-methoxypyridin-3-yl)boronic acid (CAS No. 1548827-73-1) in Modern Chemistry

In the rapidly evolving field of organic synthesis and pharmaceutical research, (6-Chloro-5-methoxypyridin-3-yl)boronic acid (CAS No. 1548827-73-1) has emerged as a critical building block. This compound, characterized by its unique boronic acid functional group and pyridine backbone, plays a pivotal role in Suzuki-Miyaura cross-coupling reactions, a cornerstone of modern drug discovery and material science. Researchers and industry professionals are increasingly turning to this reagent for its efficiency in forming carbon-carbon bonds, a fundamental step in constructing complex molecular architectures.

The molecular structure of (6-Chloro-5-methoxypyridin-3-yl)boronic acid features a chloro substituent at the 6-position and a methoxy group at the 5-position of the pyridine ring. These modifications enhance its reactivity and selectivity in various transformations. With the growing demand for heterocyclic compounds in medicinal chemistry, this boronic acid derivative has gained significant attention for its potential in developing targeted therapies and bioactive molecules.

One of the most compelling applications of 1548827-73-1 lies in the pharmaceutical industry, where it serves as a key intermediate in the synthesis of small molecule inhibitors and kinase modulators. Recent studies highlight its utility in creating compounds with potential anti-inflammatory and anticancer properties. The compound's compatibility with green chemistry principles also makes it attractive for sustainable drug development, aligning with the global push for environmentally friendly synthesis methods.

Beyond pharmaceuticals, (6-Chloro-5-methoxypyridin-3-yl)boronic acid finds applications in material science, particularly in the development of organic electronic materials and liquid crystals. Its ability to participate in palladium-catalyzed reactions enables the construction of conjugated systems essential for OLEDs and photovoltaic devices. This versatility addresses the increasing need for high-performance materials in renewable energy technologies.

The synthesis and handling of 1548827-73-1 require careful consideration of its physicochemical properties. With a molecular weight of 187.42 g/mol, this white to off-white crystalline powder typically exhibits good stability under standard conditions. However, like many boronic acids, it may undergo protodeboronation under certain conditions, necessitating proper storage in cool, dry environments. These characteristics are crucial for researchers optimizing reaction conditions in high-throughput screening and combinatorial chemistry.

Market trends indicate growing demand for (6-Chloro-5-methoxypyridin-3-yl)boronic acid, driven by expanding research in personalized medicine and precision therapeutics. Suppliers are responding with improved purity grades and custom synthesis options to meet diverse research needs. The compound's structure-activity relationship potential continues to inspire novel applications in drug design, particularly for challenging targets like protein-protein interactions.

Quality control remains paramount when working with CAS 1548827-73-1. Advanced analytical techniques such as HPLC, NMR, and mass spectrometry ensure batch-to-batch consistency, critical for reproducible research outcomes. The compound's spectral data and chromatographic profiles have been well-characterized, providing valuable references for quality assessment in both academic and industrial settings.

Looking ahead, (6-Chloro-5-methoxypyridin-3-yl)boronic acid stands poised to contribute to breakthroughs in bioconjugation chemistry and theragnostic development. Its compatibility with click chemistry approaches opens possibilities for creating multifunctional probes and drug delivery systems. As synthetic methodologies advance, this compound will likely play an expanding role in addressing current challenges in medicinal chemistry and chemical biology.

For researchers seeking reliable sources of 1548827-73-1, it's essential to partner with suppliers who provide comprehensive technical data sheets and safety information. Proper documentation of handling procedures and storage recommendations ensures safe laboratory practices while maximizing the compound's utility in diverse synthetic applications.

Recommended suppliers
Amadis Chemical Company Limited
(CAS:1548827-73-1)(6-Chloro-5-methoxypyridin-3-yl)boronic acid
A1176062
Purity:99%
Quantity:1g
Price ($):188.0
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