Cas no 1806419-25-9 (2-Fluoro-6-iodopyridine-4-carbonyl chloride)

2-Fluoro-6-iodopyridine-4-carbonyl chloride is a versatile halogenated pyridine derivative used as a key intermediate in organic synthesis and pharmaceutical development. Its reactive carbonyl chloride group enables efficient acylation reactions, while the fluorine and iodine substituents enhance its utility in cross-coupling and functionalization processes. The compound’s structural features make it valuable for constructing complex heterocyclic frameworks, particularly in medicinal chemistry for drug discovery. High purity and stability under controlled conditions ensure consistent performance in synthetic applications. Its dual halogenation pattern allows selective modifications, offering flexibility in designing targeted molecular architectures. Suitable for use under inert atmospheres, it is commonly handled in specialized laboratory settings.
2-Fluoro-6-iodopyridine-4-carbonyl chloride structure
1806419-25-9 structure
Product Name:2-Fluoro-6-iodopyridine-4-carbonyl chloride
CAS No:1806419-25-9
MF:C6H2ClFINO
MW:285.442056179047
CID:4905724
Update Time:2025-11-02

2-Fluoro-6-iodopyridine-4-carbonyl chloride Chemical and Physical Properties

Names and Identifiers

    • 2-Fluoro-6-iodopyridine-4-carbonyl chloride
    • Inchi: 1S/C6H2ClFINO/c7-6(11)3-1-4(8)10-5(9)2-3/h1-2H
    • InChI Key: SWVUZJPWLLEHHI-UHFFFAOYSA-N
    • SMILES: IC1C=C(C(=O)Cl)C=C(N=1)F

Computed Properties

  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 11
  • Rotatable Bond Count: 1
  • Complexity: 169
  • XLogP3: 2.5
  • Topological Polar Surface Area: 30

2-Fluoro-6-iodopyridine-4-carbonyl chloride Pricemore >>

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Alichem
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Additional information on 2-Fluoro-6-iodopyridine-4-carbonyl chloride

Comprehensive Guide to 2-Fluoro-6-iodopyridine-4-carbonyl chloride (CAS No. 1806419-25-9): Properties, Applications, and Market Insights

2-Fluoro-6-iodopyridine-4-carbonyl chloride (CAS No. 1806419-25-9) is a highly specialized halogenated pyridine derivative that has garnered significant attention in pharmaceutical and agrochemical research. This compound, characterized by its unique fluoro-iodo substitution pattern and reactive carbonyl chloride group, serves as a versatile building block in organic synthesis. The molecular structure of 2-Fluoro-6-iodopyridine-4-carbonyl chloride makes it particularly valuable for constructing complex heterocyclic systems, which are crucial in modern drug discovery programs.

Recent trends in AI-assisted drug discovery have increased demand for specialized intermediates like 2-Fluoro-6-iodopyridine-4-carbonyl chloride. Researchers frequently search for "halogenated pyridine building blocks" and "fluorinated pharmaceutical intermediates," reflecting the growing importance of such compounds in medicinal chemistry. The presence of both fluorine and iodine atoms in this molecule allows for diverse cross-coupling reactions, making it particularly useful in palladium-catalyzed transformations that are fundamental to modern organic synthesis.

The physicochemical properties of 2-Fluoro-6-iodopyridine-4-carbonyl chloride contribute to its widespread utility. With a molecular weight of 285.47 g/mol, this compound typically appears as a pale yellow to white crystalline solid under standard conditions. Its reactivity profile is dominated by the acyl chloride functionality, which readily undergoes nucleophilic substitution reactions with amines, alcohols, and other nucleophiles. The ortho-fluoro and iodo substituents provide additional sites for further functionalization through various metal-catalyzed reactions.

In pharmaceutical applications, 2-Fluoro-6-iodopyridine-4-carbonyl chloride serves as a key intermediate for developing targeted kinase inhibitors, a class of drugs that has seen explosive growth in cancer therapeutics. The compound's ability to introduce both halogen atoms and carbonyl functionality makes it invaluable for creating structure-activity relationship (SAR) libraries. Current research trends show particular interest in using this building block for BTK inhibitors and JAK kinase modulators, addressing some of the most searched therapeutic areas in medicinal chemistry.

The agrochemical industry also benefits from 2-Fluoro-6-iodopyridine-4-carbonyl chloride applications. As farmers and researchers increasingly search for "next-generation crop protection agents," this compound provides a foundation for developing novel pyridine-based pesticides with improved selectivity and environmental profiles. The fluorine atom enhances the bioavailability of resulting compounds, while the iodine atom allows for further structural elaboration through various coupling reactions.

From a synthetic chemistry perspective, 2-Fluoro-6-iodopyridine-4-carbonyl chloride offers multiple advantages. The compound serves as an excellent substrate for Sonogashira coupling, Suzuki-Miyaura coupling, and Buchwald-Hartwig amination reactions—three of the most frequently searched organic transformations in chemical databases. These reactions enable the efficient construction of complex molecular architectures found in many FDA-approved drugs and clinical candidates.

Market analysis indicates growing demand for 2-Fluoro-6-iodopyridine-4-carbonyl chloride, particularly from contract research organizations (CROs) and pharmaceutical companies engaged in small molecule drug development. The global market for fluorinated building blocks is projected to expand significantly, driven by increased R&D spending in oncology and inflammatory diseases. Suppliers are responding to frequent searches for "high-purity pyridine derivatives" and "custom halogenated intermediates" by expanding their catalog offerings.

Quality control of 2-Fluoro-6-iodopyridine-4-carbonyl chloride typically involves advanced analytical techniques. High-performance liquid chromatography (HPLC) and nuclear magnetic resonance (NMR) spectroscopy are standard methods for verifying the compound's purity and structural integrity—key concerns for researchers who search for "analytical methods for halogenated pyridines." The compound's stability under various storage conditions is another frequently researched aspect, particularly for industrial-scale applications.

Environmental and regulatory considerations for 2-Fluoro-6-iodopyridine-4-carbonyl chloride align with current industry trends toward green chemistry. While the compound itself is used in controlled laboratory settings, its derivatives are subject to standard pharmaceutical and agrochemical regulations. The development of sustainable synthetic routes for such intermediates remains an active area of research, reflecting broader industry concerns about process efficiency and waste reduction.

Future applications of 2-Fluoro-6-iodopyridine-4-carbonyl chloride may expand into materials science, particularly in the development of organic electronic materials and metal-organic frameworks (MOFs). The compound's ability to introduce both halogen atoms and carbonyl groups into extended π-systems makes it potentially valuable for designing novel semiconducting materials—a rapidly growing field that attracts significant research interest and frequent online searches.

For researchers working with 2-Fluoro-6-iodopyridine-4-carbonyl chloride, proper handling procedures are essential despite its non-classified status. Standard precautions for reactive carbonyl compounds should be followed, including the use of anhydrous conditions when required. The compound's stability data and compatibility with various solvents are frequently searched parameters, highlighting the practical considerations that accompany its synthetic utility.

In conclusion, 2-Fluoro-6-iodopyridine-4-carbonyl chloride (CAS No. 1806419-25-9) represents a strategically important building block in modern organic synthesis. Its unique combination of reactive functional groups and halogen substituents addresses multiple current research needs in pharmaceuticals, agrochemicals, and materials science. As the chemical industry continues to emphasize structure-diverse libraries and fragment-based drug design, the demand for versatile intermediates like this halogenated pyridine derivative will likely continue to grow.

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