Cas no 17117-23-6 (4-Bromo-2,5-dimethylpyridine)

4-Bromo-2,5-dimethylpyridine is a halogenated pyridine derivative with a molecular formula of C7H8BrN. This compound features a bromine substituent at the 4-position and methyl groups at the 2- and 5-positions, enhancing its reactivity in cross-coupling reactions such as Suzuki or Negishi couplings. Its stable pyridine core and selective bromination make it a valuable intermediate in pharmaceutical and agrochemical synthesis. The electron-withdrawing bromine atom facilitates nucleophilic substitution, while the methyl groups contribute to steric control in regioselective transformations. This compound is typically supplied as a high-purity solid, ensuring consistent performance in synthetic applications.
4-Bromo-2,5-dimethylpyridine structure
4-Bromo-2,5-dimethylpyridine structure
Product Name:4-Bromo-2,5-dimethylpyridine
CAS No:17117-23-6
MF:C7H8BrN
MW:186.049120903015
MDL:MFCD00234307
CID:1026512
PubChem ID:22317530
Update Time:2025-06-11

4-Bromo-2,5-dimethylpyridine Chemical and Physical Properties

Names and Identifiers

    • 4-Bromo-2,5-dimethylpyridine
    • 4-bromo-2,5-dimethyl-pyridine
    • CGPIONYVXKQZPW-UHFFFAOYSA-N
    • FCH1160826
    • AB05202
    • AX8216446
    • Z4278
    • ST24023330
    • MFCD00234307
    • SCHEMBL537945
    • DS-14669
    • 2,5-dimethyl-4-bromopyridine
    • DTXSID20624686
    • 17117-23-6
    • SY111737
    • CS-W022092
    • N13082
    • AKOS016005737
    • 4-Bromo-2 pound not5-dimethylpyridine
    • DA-39962
    • EN300-1087088
    • A881948
    • MDL: MFCD00234307
    • Inchi: 1S/C7H8BrN/c1-5-4-9-6(2)3-7(5)8/h3-4H,1-2H3
    • InChI Key: CGPIONYVXKQZPW-UHFFFAOYSA-N
    • SMILES: BrC1=CC(C)=NC=C1C

Computed Properties

  • Exact Mass: 184.98400
  • Monoisotopic Mass: 184.98401g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 1
  • Heavy Atom Count: 9
  • Rotatable Bond Count: 0
  • Complexity: 94.9
  • 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: 12.9
  • XLogP3: 2.3

Experimental Properties

  • PSA: 12.89000
  • LogP: 2.46090

4-Bromo-2,5-dimethylpyridine 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%

4-Bromo-2,5-dimethylpyridine Pricemore >>

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Additional information on 4-Bromo-2,5-dimethylpyridine

Professional Introduction to 4-Bromo-2,5-dimethylpyridine (CAS No. 17117-23-6)

4-Bromo-2,5-dimethylpyridine, with the chemical formula C7H9BrN, is a significant intermediate in the field of pharmaceutical and agrochemical synthesis. This compound, identified by its CAS number CAS No. 17117-23-6, has garnered considerable attention due to its versatile applications in the development of novel active pharmaceutical ingredients (APIs) and specialty chemicals. The presence of both bromine and methyl substituents on a pyridine core makes it a valuable building block for further functionalization, enabling the construction of complex molecular architectures.

The utility of 4-Bromo-2,5-dimethylpyridine stems from its reactivity in various organic transformations, including cross-coupling reactions, nucleophilic substitutions, and metal-catalyzed hydrogenations. These reactions are pivotal in synthesizing a wide array of heterocyclic compounds that serve as pharmacophores in drug discovery. Recent advancements in synthetic methodologies have further highlighted its importance, particularly in the development of targeted therapies for chronic diseases.

In the realm of pharmaceutical research, 4-Bromo-2,5-dimethylpyridine has been employed in the synthesis of kinase inhibitors, which are crucial for treating cancers and inflammatory diseases. For instance, studies have demonstrated its role in generating substituted pyridines that exhibit potent inhibitory activity against specific tyrosine kinases. The bromine atom at the 4-position provides a handle for palladium-catalyzed cross-coupling reactions, allowing for the introduction of aryl or vinyl groups to enhance binding affinity and selectivity.

Moreover, the dimethyl substitution at the 2- and 5-positions imparts steric and electronic properties that influence the compound's interactions with biological targets. This has led to investigations into its derivatives as potential antiviral and antibacterial agents. The structural motif is particularly relevant in designing molecules that can modulate protein-protein interactions or enzyme activity at the molecular level.

The agrochemical industry has also recognized the potential of 4-Bromo-2,5-dimethylpyridine as a precursor for developing novel pesticides and herbicides. Its ability to undergo further functionalization allows chemists to create compounds with improved efficacy and environmental safety profiles. Recent studies have explored its use in synthesizing systemic insecticides that target specific metabolic pathways in pests while minimizing harm to non-target organisms.

The synthesis of 4-Bromo-2,5-dimethylpyridine typically involves bromination reactions on a corresponding pyridine derivative, often employing reagents such as N-bromosuccinimide (NBS) under controlled conditions. The choice of solvent and reaction temperature is critical to achieving high yields and purity. Advances in green chemistry have prompted researchers to investigate more sustainable methods, including catalytic bromination processes that reduce waste and energy consumption.

In conclusion, 4-Bromo-2,5-dimethylpyridine (CAS No. 17117-23-6) represents a cornerstone compound in modern chemical synthesis. Its broad applicability across multiple industries underscores its importance as a synthetic intermediate. As research continues to uncover new methodologies and applications, this compound is poised to remain a vital tool in the development of next-generation pharmaceuticals and agrochemicals.

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