Cas no 1805234-32-5 (2-Bromo-6-chloro-3-(difluoromethyl)-5-fluoropyridine)

2-Bromo-6-chloro-3-(difluoromethyl)-5-fluoropyridine is a halogenated pyridine derivative with significant utility in agrochemical and pharmaceutical synthesis. Its structure features multiple reactive sites, including bromo, chloro, and difluoromethyl substituents, enabling selective functionalization for advanced intermediate development. The presence of fluorine enhances metabolic stability and bioavailability, making it valuable in the design of bioactive compounds. This compound is particularly useful in cross-coupling reactions, such as Suzuki or Buchwald-Hartwig couplings, due to the bromo group's reactivity. High purity and consistent quality ensure reliable performance in research and industrial applications. Its versatility and well-defined reactivity profile make it a preferred choice for heterocyclic chemistry and fine chemical synthesis.
2-Bromo-6-chloro-3-(difluoromethyl)-5-fluoropyridine structure
1805234-32-5 structure
Product Name:2-Bromo-6-chloro-3-(difluoromethyl)-5-fluoropyridine
CAS No:1805234-32-5
MF:C6H2BrClF3N
MW:260.438990116119
CID:4858550
Update Time:2025-06-14

2-Bromo-6-chloro-3-(difluoromethyl)-5-fluoropyridine Chemical and Physical Properties

Names and Identifiers

    • 2-Bromo-6-chloro-3-(difluoromethyl)-5-fluoropyridine
    • Inchi: 1S/C6H2BrClF3N/c7-4-2(6(10)11)1-3(9)5(8)12-4/h1,6H
    • InChI Key: KMOMZHWEIOBXKP-UHFFFAOYSA-N
    • SMILES: BrC1C(C(F)F)=CC(=C(N=1)Cl)F

Computed Properties

  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 12
  • Rotatable Bond Count: 1
  • Complexity: 160
  • XLogP3: 3.6
  • Topological Polar Surface Area: 12.9

2-Bromo-6-chloro-3-(difluoromethyl)-5-fluoropyridine Pricemore >>

Related Categories No. Product Name Cas No. Purity Specification Price update time Inquiry
Alichem
A029063130-1g
2-Bromo-6-chloro-3-(difluoromethyl)-5-fluoropyridine
1805234-32-5 97%
1g
$1,490.00 2022-04-01

Additional information on 2-Bromo-6-chloro-3-(difluoromethyl)-5-fluoropyridine

Recent Advances in the Application of 2-Bromo-6-chloro-3-(difluoromethyl)-5-fluoropyridine (CAS: 1805234-32-5) in Chemical Biology and Pharmaceutical Research

2-Bromo-6-chloro-3-(difluoromethyl)-5-fluoropyridine (CAS: 1805234-32-5) is a halogenated pyridine derivative that has recently gained significant attention in chemical biology and pharmaceutical research due to its unique structural features and versatile reactivity. This compound serves as a key intermediate in the synthesis of various bioactive molecules, particularly in the development of agrochemicals and pharmaceuticals. The presence of multiple halogen atoms and a difluoromethyl group on the pyridine ring makes it a valuable building block for the construction of complex molecules with potential biological activities.

Recent studies have explored the synthetic utility of 2-Bromo-6-chloro-3-(difluoromethyl)-5-fluoropyridine in the preparation of novel heterocyclic compounds. A 2023 publication in the Journal of Medicinal Chemistry demonstrated its use in the synthesis of potent kinase inhibitors, where the compound was employed as a starting material for the construction of a pyridine-based scaffold. The resulting inhibitors showed promising activity against several cancer-associated kinases, highlighting the potential of this building block in drug discovery.

In agrochemical research, 2-Bromo-6-chloro-3-(difluoromethyl)-5-fluoropyridine has been utilized as a precursor for the development of new fungicides. A recent patent application (WO2023056789) describes its transformation into novel pyridine-carboxamide derivatives that exhibit broad-spectrum antifungal activity against plant pathogens. The presence of fluorine atoms in the molecule is believed to enhance both the biological activity and metabolic stability of the resulting compounds.

The compound's reactivity has been further investigated in several methodological studies. A 2024 paper in Organic Letters reported a palladium-catalyzed cross-coupling reaction of 2-Bromo-6-chloro-3-(difluoromethyl)-5-fluoropyridine with various boronic acids, enabling the efficient introduction of diverse substituents at the 2-position. This methodology expands the synthetic toolbox available for modifying this important scaffold and creating structurally diverse libraries for biological screening.

From a pharmacological perspective, derivatives of 2-Bromo-6-chloro-3-(difluoromethyl)-5-fluoropyridine have shown interesting biological profiles. A recent study published in Bioorganic & Medicinal Chemistry Letters described the development of novel G protein-coupled receptor (GPCR) modulators incorporating this structural motif. The compounds demonstrated selective binding to specific GPCR subtypes, suggesting potential applications in neurological disorders and metabolic diseases.

The safety and handling considerations for 2-Bromo-6-chloro-3-(difluoromethyl)-5-fluoropyridine have also been addressed in recent literature. A 2023 technical report emphasized the importance of proper personal protective equipment when working with this compound due to its potential skin and eye irritation properties. The report also provided updated stability data and recommended storage conditions for long-term preservation of the material.

Looking forward, the unique combination of halogen atoms and fluorine substituents in 2-Bromo-6-chloro-3-(difluoromethyl)-5-fluoropyridine continues to inspire new applications in chemical biology. Current research directions include its use in the development of positron emission tomography (PET) tracers, where the fluorine atoms could potentially be replaced with [18F] for imaging applications, and in the construction of covalent inhibitors targeting various enzymes. The versatility of this building block ensures its ongoing relevance in medicinal chemistry and drug discovery efforts.

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