Description
2-Bromo-5-fluoro-4-iodopyridine (CAS No. 1061357-89-8) is a high-purity halogenated pyridine derivative designed for advanced synthetic applications in pharmaceutical and agrochemical research. With the molecular formula C5H2BrFIN, this compound features a unique combination of bromo, fluoro, and iodo substituents on the pyridine ring, enabling selective functionalization in cross-coupling reactions. Its precise structure (IUPAC name: 2-bromo-5-fluoro-4-iodopyridine) ensures consistent reactivity as a versatile building block for heterocyclic chemistry. Packaged under inert conditions to guarantee stability, this product is ideal for Suzuki-Miyaura, Stille, or Negishi couplings. Available in research quantities with ≥95% purity (HPLC/GC), batch-specific COA provided. Synonyms include MFCD15143627 and SCHEMBL1230903.
Properties
- CAS Number: 1061357-89-8
- Complexity: 103
- IUPAC Name: 2-bromo-5-fluoro-4-iodo-pyridine
- InChI: InChI=1S/C5H2BrFIN/c6-5-1-4(8)3(7)2-9-5/h1-2H
- InChI Key: QQLWZJPMEHSISU-UHFFFAOYSA-N
- Exact Mass: 300.83994
- Molecular Formula: C5H2BrFIN
- Molecular Weight: 301.88
- SMILES: C1=C(C(=CN=C1Br)F)I
- Topological: 12.9
- Monoisotopic Mass: 300.83994
- Synonyms: 2-BROMO-5-FLUORO-4-IODOPYRIDINE, 1061357-89-8, MFCD15143627, SCHEMBL1230903, DTXSID70680590, QQLWZJPMEHSISU-UHFFFAOYSA-N, 2-bromo-5-fluoro-4-iodo-pyridine, AKOS015835749, SB11916, BS-14266, SY115974, DB-364832, CS-0054061, P11781
Application
2-Bromo-5-fluoro-4-iodopyridine serves as a critical intermediate in the synthesis of fluorinated pharmaceutical candidates, particularly kinase inhibitors and PET radiotracers. Its halogen-rich structure facilitates sequential cross-coupling reactions to construct complex polyhalogenated pyridine scaffolds. Researchers utilize this compound in metal-catalyzed C-C bond formations for drug discovery programs targeting CNS and oncology applications. The fluoro and iodo groups enable orthogonal reactivity for late-stage diversification in medicinal chemistry workflows.
Safety and Hazards
GHS Hazard Statements
- H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]
- 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, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501
Hazard Classes and Categories
- Acute Tox. 4 (100%)
- Skin Irrit. 2 (100%)
- Eye Irrit. 2A (100%)
- STOT SE 3 (100%)
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