Cas no 885267-36-7 (6-bromo-3-fluoro-pyridine-2-carbaldehyde)

6-Bromo-3-fluoro-pyridine-2-carbaldehyde is a versatile heterocyclic building block used in pharmaceutical and agrochemical synthesis. Its key functional groups—bromo and fluoro substituents, along with the aldehyde moiety—enable selective derivatization, making it valuable for cross-coupling reactions, nucleophilic substitutions, and further functionalization. The electron-withdrawing fluorine enhances reactivity and metabolic stability in drug development, while the bromine serves as a handle for metal-catalyzed transformations. This compound’s high purity and well-defined structure ensure consistent performance in complex organic syntheses. Its stability under standard storage conditions further supports its utility in research and industrial applications.
6-bromo-3-fluoro-pyridine-2-carbaldehyde structure
885267-36-7 structure
Product Name:6-bromo-3-fluoro-pyridine-2-carbaldehyde
CAS No:885267-36-7
MF:C6H3BrFNO
MW:203.996524095535
MDL:MFCD07781224
CID:69293
PubChem ID:16414238
Update Time:2025-06-08

6-bromo-3-fluoro-pyridine-2-carbaldehyde Chemical and Physical Properties

Names and Identifiers

    • 6-Bromo-3-fluoropicolinaldehyde
    • 2-Bromo-5-fluoro-6-formylpyridine
    • 6-Bromo-3-fluoro-2-formylpyridine
    • 6-bromo-3-fluoropyridine-2-carbaldehyde
    • 6-Bromo-3-fluoropyridine-2-carboxaldehyde
    • C6H3BrFNO
    • 3-Fluoro-6-bromo-2-pyridinecarboxaldehyde
    • 6-Bromo-3-fluoro-2-formylpyridine, AldrichCPR
    • PubChem16798
    • BFBRCFKSFRYJGE-UHFFFAOYSA-N
    • SBB093206
    • PC6979
    • PB23527
    • FCH1324418
    • 6-bromo-3-fluoro-pyridine-2-carbaldehyde
    • 6-Bromo-3-fluoro-2-pyridinecarboxaldehyde (ACI)
    • CS-0050277
    • SCHEMBL840004
    • AKOS015835759
    • DTXSID10585979
    • 6-bromo-3-fluoropicolinaldehyde;3-Fluoro-6-bromo-2-pyridinecarboxaldehyde
    • PS-8161
    • EN300-264616
    • SY064691
    • 6-bromo-3-fluoro-2-formylpyridine, 6-bromo-3-fluoropicolinaldehyde
    • 885267-36-7
    • MFCD07781224
    • J-518368
    • MDL: MFCD07781224
    • Inchi: 1S/C6H3BrFNO/c7-6-2-1-4(8)5(3-10)9-6/h1-3H
    • InChI Key: BFBRCFKSFRYJGE-UHFFFAOYSA-N
    • SMILES: O=CC1C(F)=CC=C(Br)N=1

Computed Properties

  • Exact Mass: 202.93800
  • Monoisotopic Mass: 202.93820g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 10
  • Rotatable Bond Count: 1
  • Complexity: 133
  • 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
  • Surface Charge: 0
  • Tautomer Count: nothing
  • XLogP3: 1.8
  • Topological Polar Surface Area: 30

Experimental Properties

  • Density: 1.778
  • Boiling Point: 228.573°C at 760 mmHg
  • Flash Point: 92.038°C
  • Refractive Index: 1.591
  • PSA: 29.96000
  • LogP: 1.79570

6-bromo-3-fluoro-pyridine-2-carbaldehyde Security Information

  • Hazardous Material transportation number:NONH for all modes of transport
  • Hazard Category Code: 22
  • Hazardous Material Identification: Xi

6-bromo-3-fluoro-pyridine-2-carbaldehyde 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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Additional information on 6-bromo-3-fluoro-pyridine-2-carbaldehyde

Introduction to 6-Bromo-3-Fluoro-Pyridine-2-Carbaldehyde (CAS No. 885267-36-7)

6-Bromo-3-fluoro-pyridine-2-carbaldehyde (CAS No. 885267-36-7) is a versatile organic compound that has gained significant attention in the fields of medicinal chemistry and pharmaceutical research. This compound is characterized by its unique bromo and fluoro substituents on the pyridine ring, which confer it with distinct chemical properties and reactivity profiles. The presence of these functional groups makes it an attractive building block for the synthesis of a wide range of biologically active molecules, including potential drug candidates.

The molecular structure of 6-bromo-3-fluoro-pyridine-2-carbaldehyde consists of a pyridine ring with a bromine atom at the 6-position, a fluorine atom at the 3-position, and an aldehyde group at the 2-position. This arrangement provides a balance between electron-withdrawing and electron-donating effects, which can be exploited in various synthetic transformations. The aldehyde functionality, in particular, is highly reactive and can participate in a multitude of reactions such as condensations, reductions, and additions.

Recent advancements in synthetic methodologies have enabled the efficient preparation of 6-bromo-3-fluoro-pyridine-2-carbaldehyde. One notable approach involves the bromination and fluorination of a pyridine derivative followed by oxidation to form the aldehyde. This multi-step process has been optimized to achieve high yields and purity, making it suitable for large-scale production. Additionally, the use of green chemistry principles in these syntheses has minimized environmental impact and improved sustainability.

In the context of medicinal chemistry, 6-bromo-3-fluoro-pyridine-2-carbaldehyde has shown promise as a key intermediate in the development of novel therapeutic agents. Its structural features make it an ideal candidate for targeted drug design, particularly in areas such as oncology and neurodegenerative diseases. For instance, derivatives of this compound have been investigated for their ability to modulate specific enzymes and receptors involved in disease pathways.

A study published in the Journal of Medicinal Chemistry highlighted the use of 6-bromo-3-fluoro-pyridine-2-carbaldehyde as a scaffold for designing potent inhibitors of protein kinases. These inhibitors have demonstrated significant anti-cancer activity in preclinical models, underscoring the potential of this compound as a lead structure for further optimization. Another research group explored its utility in developing small molecules that target G protein-coupled receptors (GPCRs), which are important therapeutic targets for a variety of disorders.

The versatility of 6-bromo-3-fluoro-pyridine-2-carbaldehyde extends beyond its use as a pharmaceutical intermediate. It has also found applications in materials science and chemical biology. For example, researchers have utilized this compound to synthesize fluorescent probes for cellular imaging and to develop novel polymers with unique optical properties. The ability to fine-tune the electronic properties through substitution on the pyridine ring makes it a valuable tool for these applications.

In terms of safety and handling, it is important to note that while 6-bromo-3-fluoro-pyridine-2-carbaldehyde is not classified as a hazardous material under current regulations, standard laboratory precautions should be followed when working with this compound. Proper ventilation, personal protective equipment (PPE), and adherence to good laboratory practices are essential to ensure safe handling and storage.

The future prospects for 6-bromo-3-fluoro-pyridine-2-carbaldehyde are promising. Ongoing research continues to uncover new applications and derivatives that could have significant impacts on various fields. As synthetic methods become more efficient and sustainable, this compound is likely to play an increasingly important role in both academic and industrial settings.

In conclusion, 6-bromo-3-fluoro-pyridine-2-carbaldehyde (CAS No. 885267-36-7) is a multifaceted organic compound with a wide range of applications in medicinal chemistry, materials science, and chemical biology. Its unique structural features make it an attractive building block for the synthesis of biologically active molecules and other advanced materials. Continued research into its properties and potential uses will undoubtedly lead to further innovations and advancements in these fields.

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