Cas no 31140-61-1 (5-(Bromomethyl)-2-fluoropyridine hydrobromide)

5-(Bromomethyl)-2-fluoropyridine hydrobromide is a versatile brominated pyridine derivative used as a key intermediate in organic synthesis and pharmaceutical research. The compound features a reactive bromomethyl group at the 5-position and a fluorine substituent at the 2-position, enabling selective functionalization in cross-coupling reactions, nucleophilic substitutions, and heterocyclic modifications. Its hydrobromide salt form enhances stability and solubility, facilitating handling in synthetic applications. This reagent is particularly valuable in the development of fluorinated bioactive molecules, agrochemicals, and materials science due to its ability to introduce both bromomethyl and fluorine moieties into target structures. Its well-defined reactivity profile makes it a practical choice for constructing complex molecular architectures.
5-(Bromomethyl)-2-fluoropyridine hydrobromide structure
31140-61-1 structure
Product Name:5-(Bromomethyl)-2-fluoropyridine hydrobromide
CAS No:31140-61-1
MF:C6H6Br2FN
MW:270.9249
CID:4671351
PubChem ID:121231867
Update Time:2025-05-26

5-(Bromomethyl)-2-fluoropyridine hydrobromide Chemical and Physical Properties

Names and Identifiers

    • 5-(Bromomethyl)-2-fluoropyridine hydrobromide
    • (6-Fluoropyridin-3-yl)methanamine hydrochloride
    • AX8329532
    • AK00739533
    • BS-42706
    • 5-(bromomethyl)-2-fluoropyridine;hydrobromide
    • SCHEMBL25319134
    • 5-(BROMOMETHYL)-2-FLUOROPYRIDINE HBR
    • 31140-61-1
    • C74598
    • Inchi: 1S/C6H5BrFN.BrH/c7-3-5-1-2-6(8)9-4-5;/h1-2,4H,3H2;1H
    • InChI Key: LYJVGWWHIWBHEC-UHFFFAOYSA-N
    • SMILES: BrCC1=CN=C(C=C1)F.Br[H]

Computed Properties

  • Exact Mass: 270.88305g/mol
  • Monoisotopic Mass: 268.88510g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 10
  • Rotatable Bond Count: 1
  • Complexity: 89.1
  • Covalently-Bonded Unit Count: 2
  • 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

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Additional information on 5-(Bromomethyl)-2-fluoropyridine hydrobromide

Recent Advances in the Application of 5-(Bromomethyl)-2-fluoropyridine hydrobromide (CAS: 31140-61-1) in Chemical Biology and Pharmaceutical Research

5-(Bromomethyl)-2-fluoropyridine hydrobromide (CAS: 31140-61-1) is a versatile chemical intermediate that has garnered significant attention in recent years due to its potential applications in medicinal chemistry and drug discovery. This compound, characterized by its reactive bromomethyl and fluorine substituents, serves as a key building block for the synthesis of various pharmacologically active molecules. Recent studies have highlighted its utility in the development of kinase inhibitors, antiviral agents, and radiopharmaceuticals, positioning it as a critical tool in modern drug design.

A notable advancement in the use of 5-(Bromomethyl)-2-fluoropyridine hydrobromide is its incorporation into the synthesis of novel kinase inhibitors. Researchers have leveraged its reactive bromomethyl group to introduce diverse functional moieties, enabling the creation of compounds with enhanced selectivity and potency against specific kinase targets. For instance, a 2023 study published in the Journal of Medicinal Chemistry demonstrated the successful application of this intermediate in the development of a new class of EGFR inhibitors, which exhibited promising activity against resistant mutations in non-small cell lung cancer.

In addition to its role in kinase inhibitor development, 5-(Bromomethyl)-2-fluoropyridine hydrobromide has been explored for its potential in antiviral drug discovery. Recent research has shown that derivatives of this compound can be tailored to target viral proteases, offering a pathway to combat emerging viral pathogens. A study in Bioorganic & Medicinal Chemistry Letters (2024) reported the synthesis of fluoropyridine-based inhibitors that effectively blocked the replication of SARS-CoV-2 in vitro, underscoring the compound's relevance in addressing global health challenges.

The utility of 5-(Bromomethyl)-2-fluoropyridine hydrobromide extends beyond small-molecule therapeutics. Its application in radiopharmaceuticals has been a focal point of recent investigations. The fluorine-18 isotope, in particular, can be introduced into the pyridine ring, enabling the creation of positron emission tomography (PET) tracers. A 2024 study in the Journal of Nuclear Medicine highlighted the successful labeling of a fluoropyridine derivative with fluorine-18, resulting in a high-affinity tracer for imaging tumor-associated angiogenesis. This breakthrough opens new avenues for non-invasive diagnostics and personalized medicine.

Despite these promising developments, challenges remain in the scalable synthesis and functionalization of 5-(Bromomethyl)-2-fluoropyridine hydrobromide. Recent efforts have focused on optimizing reaction conditions to improve yield and purity, as reported in a 2023 Organic Process Research & Development article. Innovations in catalytic systems and solvent selection have shown potential to address these limitations, paving the way for broader industrial adoption.

In conclusion, 5-(Bromomethyl)-2-fluoropyridine hydrobromide (CAS: 31140-61-1) continues to be a pivotal compound in chemical biology and pharmaceutical research. Its multifaceted applications—from kinase inhibitors to radiopharmaceuticals—highlight its enduring value in drug discovery. Future research is expected to further explore its potential in targeted therapies and diagnostic tools, solidifying its role in advancing precision medicine.

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