Description

5-Chloro-2-fluoro-4-iodopyridine (CAS No. 659731-48-3) is a high-purity halogenated pyridine derivative designed for advanced synthetic applications in pharmaceutical and agrochemical research. This compound features a unique combination of chloro, fluoro, and iodo substituents on the pyridine ring, offering exceptional reactivity for cross-coupling reactions, nucleophilic substitutions, and metal-catalyzed transformations. With a molecular formula of C₅H₂ClFIN and a molecular weight of 273.43 g/mol, it is supplied as a crystalline solid with ≥95% purity (HPLC). Ideal for constructing complex heterocycles, it serves as a versatile building block in medicinal chemistry, particularly for kinase inhibitors and PET radiotracer development. Packaged under inert gas to ensure stability, this product is rigorously tested by GC/MS and ¹H/¹³C NMR to meet stringent research standards.

Properties

• CAS Number: 659731-48-3
• Complexity: 103
• IUPAC Name: 5-chloro-2-fluoro-4-iodo-pyridine
• InChI: InChI=1S/C5H2ClFIN/c6-3-2-9-5(7)1-4(3)8/h1-2H
• InChI Key: MAQBAWYSDZIKIC-UHFFFAOYSA-N
• Exact Mass: 256.89045
• Molecular Formula: C5H2ClFIN
• Molecular Weight: 257.43
• SMILES: C1=C(C(=CN=C1F)Cl)I
• Topological: 12.9
• Monoisotopic Mass: 256.89045
• Synonyms: 5-Chloro-2-fluoro-4-iodopyridine, 659731-48-3, DTXSID10619061, DTXCID10569815, 821-379-6, MFCD04112566, Pyridine, 5-chloro-2-fluoro-4-iodo-, SCHEMBL362025, MAQBAWYSDZIKIC-UHFFFAOYSA-N, 2-fluoro-4-iodo-5-chloropyridine, BCP10102, CS-D0951, AKOS007930394, AB17633, AS-18485, SY022328, DB-024979, EN300-87110

Application

5-Chloro-2-fluoro-4-iodopyridine is a critical intermediate in the synthesis of bioactive molecules, particularly in the development of kinase-targeting pharmaceuticals and radiopharmaceuticals. Its halogen-rich structure enables efficient Suzuki-Miyaura and Stille couplings for aryl-aryl bond formation. Researchers utilize this compound to introduce iodine handles for subsequent ¹²⁵I/¹⁸F labeling in PET tracer design. In agrochemistry, it serves as a precursor for pyridine-based fungicides with enhanced halogen-dependent activity.

Safety and Hazards

GHS Hazard Statements

• H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]
• H312 (40%): Harmful in contact with skin [Warning Acute toxicity, dermal]
• H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
• H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
• H335 (100%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]

Precautionary Statements

• P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P317, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501

Hazard Classes and Categories

• Acute Tox. 4 (100%)
• Acute Tox. 4 (40%)
• Skin Irrit. 2 (100%)
• Eye Irrit. 2A (100%)
• STOT SE 3 (100%)

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