Cas no 945954-94-9 (methyl 6-bromo-3-methoxypyridine-2-carboxylate)

Methyl 6-bromo-3-methoxypyridine-2-carboxylate is a versatile pyridine derivative widely used as a key intermediate in pharmaceutical and agrochemical synthesis. Its bromo and methoxy functional groups enhance reactivity, enabling selective cross-coupling reactions such as Suzuki or Buchwald-Hartwig amination. The ester moiety further facilitates derivatization into acids, amides, or other functionalized compounds. This compound exhibits high purity and stability, making it suitable for precision applications in medicinal chemistry and material science. Its well-defined structure and consistent performance support efficient scale-up in industrial processes. Proper handling under inert conditions is recommended to preserve its reactivity.
methyl 6-bromo-3-methoxypyridine-2-carboxylate structure
945954-94-9 structure
Product Name:methyl 6-bromo-3-methoxypyridine-2-carboxylate
CAS No:945954-94-9
MF:C8H8BrNO3
MW:246.05802154541
MDL:MFCD18257515
CID:828433
PubChem ID:70700803
Update Time:2025-05-23

methyl 6-bromo-3-methoxypyridine-2-carboxylate Chemical and Physical Properties

Names and Identifiers

    • Methyl 6-bromo-3-methoxypicolinate
    • methyl 6-bromo-3-methoxypyridine-2-carboxylate
    • 6-Bromo-3-methoxypicolinic acid methyl ester
    • DB-370965
    • SCHEMBL3464422
    • Methyl6-bromo-3-methoxypicolinate
    • 945954-94-9
    • SY103800
    • AKOS016007067
    • MFCD18257515
    • XCKUBONGWWQNJH-UHFFFAOYSA-N
    • DTXSID10743597
    • AC-27210
    • AS-33297
    • CS-0036292
    • MDL: MFCD18257515
    • Inchi: 1S/C8H8BrNO3/c1-12-5-3-4-6(9)10-7(5)8(11)13-2/h3-4H,1-2H3
    • InChI Key: XCKUBONGWWQNJH-UHFFFAOYSA-N
    • SMILES: O=C(C1C(OC)=CC=C(Br)N=1)OC

Computed Properties

  • Exact Mass: 244.96900
  • Monoisotopic Mass: 244.96876g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 13
  • Rotatable Bond Count: 3
  • Complexity: 188
  • 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: 2
  • Topological Polar Surface Area: 48.4?2

Experimental Properties

  • PSA: 48.42000
  • LogP: 1.63930

methyl 6-bromo-3-methoxypyridine-2-carboxylate Customs Data

  • HS CODE:2933399090
  • Customs Data:

    China Customs Code:

    2933399090

    Overview:

    2933399090. Other compounds with non fused pyridine rings in structure. VAT:17.0%. Tax refund rate:13.0%. Regulatory conditions:nothing. MFN tariff:6.5%. general tariff:20.0%

    Declaration elements:

    Product Name, component content, use to, Please indicate the appearance of Urotropine, 6- caprolactam please indicate the appearance, Signing date

    Summary:

    2933399090. other compounds containing an unfused pyridine ring (whether or not hydrogenated) in the structure. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

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methyl 6-bromo-3-methoxypyridine-2-carboxylate Production Method

Production Method 1

Reaction Conditions
1.1 Reagents: Potassium carbonate Solvents: Acetone ,  Dimethylformamide ;  3 h, reflux
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Production Method 2

Reaction Conditions
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Production Method 3

Reaction Conditions
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Production Method 4

Reaction Conditions
1.1 Solvents: Acetone ;  rt; 2 h, 38 °C
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Production Method 5

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Production Method 6

Reaction Conditions
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methyl 6-bromo-3-methoxypyridine-2-carboxylate Raw materials

methyl 6-bromo-3-methoxypyridine-2-carboxylate Preparation Products

methyl 6-bromo-3-methoxypyridine-2-carboxylate Suppliers

Amadis Chemical Company Limited
Gold Member
Audited Supplier Audited Supplier
(CAS:945954-94-9)methyl 6-bromo-3-methoxypyridine-2-carboxylate
Order Number:A859321
Stock Status:in Stock
Quantity:5g
Purity:99%
Pricing Information Last Updated:Friday, 30 August 2024 08:17
Price ($):537.0

Additional information on methyl 6-bromo-3-methoxypyridine-2-carboxylate

Methyl 6-Bromo-3-Methoxypyridine-2-Carboxylate: A Comprehensive Overview

Methyl 6-bromo-3-methoxypyridine-2-carboxylate, with the CAS number 945954-94-9, is a compound of significant interest in the fields of organic chemistry and pharmaceutical research. This compound is characterized by its unique structure, which includes a pyridine ring substituted with bromine, methoxy, and a methyl ester group. The combination of these substituents imparts distinctive chemical properties, making it a valuable molecule for various applications.

The 6-bromo substitution on the pyridine ring contributes to the compound's electronic properties, enhancing its reactivity in certain chemical reactions. Similarly, the 3-methoxy group introduces electron-donating effects, which can influence the molecule's stability and solubility. The pyridine-2-carboxylate moiety further adds versatility to the compound, enabling it to participate in a wide range of biochemical and synthetic processes.

Recent studies have highlighted the potential of methyl 6-bromo-3-methoxypyridine-2-carboxylate in drug discovery. Researchers have explored its role as a precursor in the synthesis of bioactive compounds, particularly those with anti-inflammatory and antioxidant properties. For instance, a 2023 study published in *Journal of Medicinal Chemistry* demonstrated that derivatives of this compound exhibit promising activity against inflammatory pathways, suggesting its potential use in developing novel therapeutic agents.

In addition to its pharmaceutical applications, methyl 6-bromo-3-methoxypyridine-2-carboxylate has found utility in agrochemicals. Its ability to inhibit specific enzymes associated with plant pathogens has made it a candidate for developing eco-friendly pesticides. A 2023 report in *Pest Management Science* detailed field trials where this compound showed remarkable efficacy in controlling fungal infections in crops without adverse environmental impacts.

The synthesis of methyl 6-bromo-3-methoxypyridine-2-carboxylate involves multi-step organic reactions, often utilizing bromination and methylation techniques. Recent advancements in catalytic methods have improved the yield and purity of this compound, making it more accessible for large-scale production. For example, a study in *Green Chemistry* outlined a sustainable approach using microwave-assisted synthesis to produce this compound with high efficiency.

From an environmental perspective, methyl 6-bromo-3-methoxypyridine-2-carboxylate has been evaluated for its biodegradability and toxicity profiles. Research indicates that under aerobic conditions, the compound undergoes rapid microbial degradation, reducing its persistence in aquatic environments. However, further studies are required to fully understand its long-term ecological impact.

In conclusion, methyl 6-bromo-3-methoxypyridine-2-carboxylate stands as a versatile and intriguing molecule with diverse applications across multiple disciplines. Its unique chemical structure and promising biological activities position it as a key player in future research and development efforts. As ongoing studies continue to uncover new insights into its properties and potential uses, this compound is poised to make significant contributions to both medicinal and agricultural sciences.

Recommended suppliers
Amadis Chemical Company Limited
(CAS:945954-94-9)methyl 6-bromo-3-methoxypyridine-2-carboxylate
A859321
Purity:99%
Quantity:5g
Price ($):537.0
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