Cas no 1211520-20-5 (3-Bromo-6-chloro-5-fluoro-2-methylpyridine)

3-Bromo-6-chloro-5-fluoro-2-methylpyridine is a halogenated pyridine derivative with a highly functionalized structure, making it a valuable intermediate in pharmaceutical and agrochemical synthesis. Its distinct substitution pattern—incorporating bromo, chloro, fluoro, and methyl groups—enhances reactivity and selectivity in cross-coupling reactions, such as Suzuki or Buchwald-Hartwig couplings. The presence of multiple halogens offers versatile sites for further functionalization, while the methyl group contributes to steric and electronic modulation. This compound is particularly useful in the development of bioactive molecules, where precise halogen placement is critical for activity. Its stability under standard handling conditions ensures reliable performance in synthetic applications.
3-Bromo-6-chloro-5-fluoro-2-methylpyridine structure
1211520-20-5 structure
Product Name:3-Bromo-6-chloro-5-fluoro-2-methylpyridine
CAS No:1211520-20-5
MF:C6H4BrClFN
MW:224.45806312561
MDL:MFCD18254500
CID:5167347
PubChem ID:90357242
Update Time:2025-10-20

3-Bromo-6-chloro-5-fluoro-2-methylpyridine Chemical and Physical Properties

Names and Identifiers

    • 3-Bromo-6-chloro-5-fluoro-2-methylpyridine
    • Pyridine, 3-bromo-6-chloro-5-fluoro-2-methyl-
    • DTXSID901266820
    • 1211520-20-5
    • DB-394739
    • G14726
    • BWQOEIRRAAHWSI-UHFFFAOYSA-N
    • SCHEMBL15972382
    • MDL: MFCD18254500
    • Inchi: 1S/C6H4BrClFN/c1-3-4(7)2-5(9)6(8)10-3/h2H,1H3
    • InChI Key: BWQOEIRRAAHWSI-UHFFFAOYSA-N
    • SMILES: BrC1=CC(=C(N=C1C)Cl)F

Computed Properties

  • Exact Mass: 222.91997g/mol
  • Monoisotopic Mass: 222.91997g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 10
  • Rotatable Bond Count: 0
  • Complexity: 124
  • 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
  • XLogP3: 3
  • Topological Polar Surface Area: 12.9

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Additional information on 3-Bromo-6-chloro-5-fluoro-2-methylpyridine

3-Bromo-6-chloro-5-fluoro-2-methylpyridine (CAS No. 1211520-20-5): A Versatile Building Block in Modern Chemistry

The 3-Bromo-6-chloro-5-fluoro-2-methylpyridine (CAS 1211520-20-5) represents a highly valuable halogenated pyridine derivative that has gained significant attention in pharmaceutical and agrochemical research. This multifunctional heterocyclic compound serves as a crucial intermediate in the synthesis of various biologically active molecules, particularly in the development of crop protection agents and pharmaceutical ingredients.

With its unique molecular structure featuring three different halogen substituents (bromo, chloro, and fluoro) and a methyl group, 3-Bromo-6-chloro-5-fluoro-2-methylpyridine offers exceptional reactivity patterns that make it indispensable in modern medicinal chemistry. Researchers particularly value its potential in creating selective kinase inhibitors, a hot topic in current cancer research and drug discovery programs.

The growing interest in halogenated pyridine compounds like 3-Bromo-6-chloro-5-fluoro-2-methylpyridine reflects broader trends in precision chemistry and molecular design. As the pharmaceutical industry increasingly focuses on targeted therapies and personalized medicine, the demand for such specialized building blocks continues to rise. This compound's ability to participate in various cross-coupling reactions, including Suzuki-Miyaura and Buchwald-Hartwig couplings, makes it particularly valuable for creating complex molecular architectures.

From a synthetic chemistry perspective, 3-Bromo-6-chloro-5-fluoro-2-methylpyridine (CAS 1211520-20-5) demonstrates excellent regioselectivity in reactions, allowing chemists to precisely control the introduction of new functional groups. This characteristic has made it popular in the development of next-generation pesticides and herbicides, where environmental concerns and resistance management are driving innovation. The compound's halogen dance potential (the ability to migrate halogens under certain conditions) further enhances its utility in creating diverse molecular scaffolds.

The physical properties of 3-Bromo-6-chloro-5-fluoro-2-methylpyridine contribute to its widespread use in laboratory settings. With moderate solubility in common organic solvents and good stability under standard storage conditions, this pyridine derivative offers practical advantages for both small-scale research and larger process chemistry applications. Its melting point and other physicochemical parameters make it suitable for various purification techniques, including crystallization and chromatography.

Recent advancements in green chemistry have also highlighted the importance of compounds like 3-Bromo-6-chloro-5-fluoro-2-methylpyridine. Researchers are exploring more sustainable methods for its synthesis and application, addressing growing concerns about environmental impact in chemical manufacturing. The compound's efficiency as a molecular building block can potentially reduce synthetic steps in drug development, aligning with the industry's push toward atom economy and waste reduction.

In the context of intellectual property and patent literature, 3-Bromo-6-chloro-5-fluoro-2-methylpyridine (CAS 1211520-20-5) appears in numerous applications, particularly for crop protection compounds and pharmaceutical candidates. Its structural features often contribute to improved bioavailability and target binding affinity in drug molecules, making it a frequent choice for lead optimization programs. The presence of multiple halogens allows for strategic structure-activity relationship (SAR) studies, a critical aspect of modern drug design.

The global market for specialized chemical intermediates like 3-Bromo-6-chloro-5-fluoro-2-methylpyridine continues to expand, driven by increasing R&D investments in both pharmaceutical and agrochemical sectors. Suppliers and manufacturers are responding to this demand by developing more efficient synthetic routes and improving scale-up processes for such compounds. Quality control standards have become increasingly stringent, with emphasis on analytical characterization and impurity profiling to meet regulatory requirements.

From a safety perspective, proper handling procedures for 3-Bromo-6-chloro-5-fluoro-2-methylpyridine follow standard laboratory protocols for halogenated compounds. While not classified as extremely hazardous, appropriate personal protective equipment (PPE) and engineering controls should be employed when working with this material, as with any laboratory chemical. Its stability and compatibility with common reaction conditions make it a relatively convenient reagent for experienced chemists.

Looking forward, the applications of 3-Bromo-6-chloro-5-fluoro-2-methylpyridine (CAS 1211520-20-5) are likely to expand further as researchers discover new ways to leverage its unique chemical properties. The compound's role in developing novel therapeutics for challenging diseases and innovative crop protection solutions positions it as an important tool in addressing some of today's most pressing global health and agricultural challenges. As synthetic methodologies continue to advance, we can expect to see even more creative applications of this versatile heterocyclic building block in the years to come.

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