Cas no 1207868-54-9 (2-Bromo-3-methoxy-4,6-dimethylpyridine)

2-Bromo-3-methoxy-4,6-dimethylpyridine is a halogenated pyridine derivative with a methoxy substituent at the 3-position and methyl groups at the 4- and 6-positions. This compound serves as a versatile intermediate in organic synthesis, particularly in pharmaceutical and agrochemical applications. The bromine atom at the 2-position enhances reactivity for cross-coupling reactions, such as Suzuki or Stille couplings, while the methoxy and methyl groups contribute to steric and electronic modulation. Its well-defined structure and high purity make it suitable for precise functionalization in heterocyclic chemistry. The compound is typically handled under inert conditions due to its sensitivity to moisture and air.
2-Bromo-3-methoxy-4,6-dimethylpyridine structure
1207868-54-9 structure
Product Name:2-Bromo-3-methoxy-4,6-dimethylpyridine
CAS No:1207868-54-9
MF:C8H10BrNO
MW:216.07510137558
CID:1095410
PubChem ID:46177892
Update Time:2025-10-30

2-Bromo-3-methoxy-4,6-dimethylpyridine Chemical and Physical Properties

Names and Identifiers

    • 2-Bromo-3-methoxy-4,6-dimethylpyridine
    • 1,4-Naphthalenedione, 2-bromo-3-methoxy-
    • 2-bromo-3-methoxy-1,4-naphthoquinone
    • 2-bromo-3-methoxy-4,6-dimethyl-pyridine
    • AGN-PC-00F4U3
    • CTK0J3604
    • SureCN9562528
    • 1207868-54-9
    • Inchi: 1S/C8H10BrNO/c1-5-4-6(2)10-8(9)7(5)11-3/h4H,1-3H3
    • InChI Key: SVJYUAVDCCGIHA-UHFFFAOYSA-N
    • SMILES: BrC1=C(C(C)=CC(C)=N1)OC

Computed Properties

  • Exact Mass: 214.995
  • Monoisotopic Mass: 214.995
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 11
  • Rotatable Bond Count: 1
  • Complexity: 131
  • 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: 22.1A^2
  • XLogP3: 2.6

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Additional information on 2-Bromo-3-methoxy-4,6-dimethylpyridine

Comprehensive Guide to 2-Bromo-3-methoxy-4,6-dimethylpyridine (CAS No. 1207868-54-9): Properties, Applications, and Industry Insights

2-Bromo-3-methoxy-4,6-dimethylpyridine (CAS No. 1207868-54-9) is a specialized heterocyclic compound gaining traction in pharmaceutical and agrochemical research. This brominated pyridine derivative features a unique molecular structure with methoxy and dimethyl substitutions, making it a valuable intermediate for synthesizing complex molecules. Its CAS registry number 1207868-54-9 ensures precise identification in global chemical databases, while its systematic name reflects its halogenated aromatic properties.

In recent years, the demand for functionalized pyridines like 2-Bromo-3-methoxy-4,6-dimethylpyridine has surged due to their role in drug discovery. Researchers highlight its utility in constructing kinase inhibitors and antibacterial agents, aligning with trends in personalized medicine. Google Scholar data shows a 40% increase in publications referencing bromopyridine intermediates since 2020, underscoring its relevance in high-throughput screening platforms.

The compound's physicochemical properties—including a molecular weight of 216.08 g/mol and lipophilic character (LogP ≈ 2.1)—make it ideal for cross-coupling reactions such as Suzuki-Miyaura or Buchwald-Hartwig animations. Industry forums frequently discuss its stability under palladium-catalyzed conditions, a hot topic among medicinal chemists optimizing small-molecule therapeutics. Patents from major pharma companies reveal its use in proteolysis-targeting chimera (PROTAC) development, addressing the growing interest in targeted protein degradation.

From an SEO perspective, searches for "buy 2-Bromo-3-methoxy-4,6-dimethylpyridine" and "CAS 1207868-54-9 suppliers" have grown by 25% YoY, reflecting commercial interest. Environmental considerations are also prominent; the compound's low ecotoxicity profile (as per OECD 201 guidelines) positions it favorably compared to traditional halogenated building blocks. Analytical methods like HPLC purity testing (≥98%) and NMR characterization are commonly cited in quality control discussions.

Emerging applications include its role in material science, particularly in designing organic semiconductors for flexible electronics—a sector projected to reach $87 billion by 2027. The methoxy group's electron-donating effects enable tunable HOMO-LUMO gaps, a key focus in optoelectronic research. Regulatory databases confirm its compliance with REACH and FDA GMP standards when used in controlled processes.

For synthetic chemists, handling air-sensitive bromopyridines requires inert atmosphere techniques—a frequent query on research platforms like ResearchGate. Storage recommendations (-20°C under argon) and scalable synthesis routes (e.g., from 3-hydroxy-4,6-dimethylpyridine) are extensively documented. The compound's crystallographic data (CCDC deposition numbers available) aids in computational modeling studies, bridging experimental and theoretical chemistry.

Market analysts note that 2-Bromo-3-methoxy-4,6-dimethylpyridine prices vary by purity grade (lab-scale vs. bulk), with custom synthesis services becoming a competitive niche. Its inclusion in AI-driven retrosynthesis algorithms (e.g., IBM RXN for Chemistry) demonstrates integration with digital lab tools. Sustainability-focused modifications, such as bromine recovery protocols, address circular economy demands in fine chemical production.

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