Description

3-Bromo-2-fluoro-5-nitropyridine (CAS No. 1868-58-2) is a high-purity halogenated nitropyridine derivative with the molecular formula C₅H₂BrFN₂O₂. This compound is a valuable building block in pharmaceutical and agrochemical research, particularly for the synthesis of heterocyclic compounds. Its unique structure, featuring bromo, fluoro, and nitro substituents on the pyridine ring, enables selective functionalization in cross-coupling reactions (e.g., Suzuki, Stille). Available in ≥98% purity (HPLC), it is supplied as a crystalline solid with strict quality control to ensure batch-to-batch consistency. Store under inert conditions at 2-8°C to maintain stability. Ideal for medicinal chemistry, material science, and as a precursor for fluorinated bioactive molecules.

Properties

• CAS Number: 1868-58-2
• Complexity: 163
• IUPAC Name: 3-bromo-2-fluoro-5-nitro-pyridine
• InChI: InChI=1S/C5H2BrFN2O2/c6-4-1-3(9(10)11)2-8-5(4)7/h1-2H
• InChI Key: NLLPMLSUMJHTCJ-UHFFFAOYSA-N
• Exact Mass: 219.92837
• Molecular Formula: C5H2BrFN2O2
• Molecular Weight: 220.98
• SMILES: C1=C(C=NC(=C1Br)F)[N+](=O)[O-]
• Topological: 58.7
• Monoisotopic Mass: 219.92837
• Synonyms: 3-bromo-2-fluoro-5-nitropyridine, 1868-58-2, 2-Fluoro-3-bromo-5-nitropyridine, 2-FLUORO-3-BROMO-5-NITRO PYRIDINE, MFCD08703668, 3-Bromo-2-fluoro-5-nitro-pyridine, NSC402462, SCHEMBL7408717, DTXSID60322952, NLLPMLSUMJHTCJ-UHFFFAOYSA-N, BCP04223, AKOS015891674, CS-W014751, NSC-402462, AS-61185, SY024709, DB-081763, EN300-2183710

Application

3-Bromo-2-fluoro-5-nitropyridine serves as a versatile intermediate in the synthesis of fluorinated pyridine scaffolds for drug discovery, particularly in kinase inhibitor development. Its electron-deficient ring system facilitates nucleophilic aromatic substitution (S_NAr) reactions, making it useful for constructing complex heterocycles. Researchers also employ it in metal-catalyzed cross-couplings to create biaryl structures for materials science applications.

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