Cas no 1214329-41-5 (Ethyl 6-bromo-5-methoxypicolinate)

Ethyl 6-bromo-5-methoxypicolinate is a versatile brominated picolinate ester widely used as an intermediate in pharmaceutical and agrochemical synthesis. Its key structural features—a bromine substituent at the 6-position and a methoxy group at the 5-position—enhance reactivity in cross-coupling reactions, such as Suzuki or Negishi couplings, facilitating the construction of complex heterocyclic frameworks. The ethyl ester group improves solubility in organic solvents, streamlining purification and downstream functionalization. This compound is valued for its stability under standard storage conditions and consistent purity, making it a reliable building block for medicinal chemistry and material science applications. Its synthetic utility is further underscored by its compatibility with a range of reaction conditions.
Ethyl 6-bromo-5-methoxypicolinate structure
1214329-41-5 structure
Product Name:Ethyl 6-bromo-5-methoxypicolinate
CAS No:1214329-41-5
MF:C9H10BrNO3
MW:260.08460187912
MDL:MFCD14698338
CID:1031761
PubChem ID:46311481
Update Time:2025-05-22

Ethyl 6-bromo-5-methoxypicolinate Chemical and Physical Properties

Names and Identifiers

    • Ethyl 6-bromo-5-methoxypicolinate
    • Ethyl 6-bromo-5-methoxypicolite
    • ethyl 6-bromo-5-methoxypyridine-2-carboxylate
    • CS-0334953
    • DTXSID00673293
    • 2-Pyridinecarboxylic acid, 6-bromo-5-methoxy-, ethyl ester
    • Ethyl 2-bromo-3-methoxy-6-pyridinecarboxylate
    • DB-343032
    • 1214329-41-5
    • Ethyl6-bromo-5-methoxypicolinate
    • MDL: MFCD14698338
    • Inchi: 1S/C9H10BrNO3/c1-3-14-9(12)6-4-5-7(13-2)8(10)11-6/h4-5H,3H2,1-2H3
    • InChI Key: KYZGARXXQCNRNK-UHFFFAOYSA-N
    • SMILES: BrC1=C(C=CC(C(=O)OCC)=N1)OC

Computed Properties

  • Exact Mass: 258.984
  • Monoisotopic Mass: 258.984
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 14
  • Rotatable Bond Count: 4
  • Complexity: 201
  • 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: 48.4A^2
  • XLogP3: 2.4

Ethyl 6-bromo-5-methoxypicolinate Pricemore >>

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Additional information on Ethyl 6-bromo-5-methoxypicolinate

Ethyl 6-bromo-5-methoxypicolinate: A Comprehensive Overview

Ethyl 6-bromo-5-methoxypicolinate, with the CAS number 1214329-41-5, is a compound of significant interest in the fields of organic chemistry and pharmacology. This compound is a derivative of picolinic acid, which is known for its versatile applications in various industries, including agriculture, pharmaceuticals, and materials science. The structure of Ethyl 6-bromo-5-methoxypicolinate consists of a picolinic acid backbone with specific substituents: a bromine atom at the 6-position and a methoxy group at the 5-position. These substituents play a crucial role in determining the compound's chemical properties and biological activity.

Recent studies have highlighted the potential of Ethyl 6-bromo-5-methoxypicolinate as a precursor for the synthesis of bioactive molecules. For instance, researchers have explored its use in the development of novel antibiotics and anticancer agents. The bromine substituent at the 6-position is particularly valuable due to its ability to enhance the compound's reactivity in certain chemical reactions. Additionally, the methoxy group at the 5-position contributes to the compound's solubility and stability, making it an ideal candidate for various synthetic applications.

The synthesis of Ethyl 6-bromo-5-methoxypicolinate involves a multi-step process that typically begins with the preparation of picolinic acid derivatives. Recent advancements in catalytic methods have enabled more efficient and selective syntheses of this compound. For example, the use of transition metal catalysts has significantly improved the yield and purity of Ethyl 6-bromo-5-methoxypicolinate in laboratory settings.

In terms of biological activity, Ethyl 6-bromo-5-methoxypicolinate has shown promising results in preliminary assays targeting bacterial and fungal pathogens. The compound's ability to inhibit key enzymes involved in microbial growth suggests its potential as an antifungal agent. Furthermore, studies have indicated that Ethyl 6-bromo-5-methoxypicolinate may exhibit selective toxicity towards cancer cells, making it a candidate for further investigation in oncology research.

The application of Ethyl 6-bromo-5-methoxypicolinate extends beyond pharmacology into materials science. Its unique electronic properties make it a suitable candidate for use in organic electronics, such as light-emitting diodes (LEDs) and photovoltaic devices. Recent research has focused on incorporating this compound into polymer blends to enhance their electrical conductivity and mechanical stability.

In conclusion, Ethyl 6-bromo-5-methoxypicolinate is a multifaceted compound with diverse applications across various scientific disciplines. Its unique structure, combined with recent advancements in synthetic methods and biological studies, positions it as a valuable tool for future innovations in medicine and materials science.

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