Description

3-Bromo-5-chloropyridin-4-amine (CAS No. 159783-78-5) is a high-purity halogenated pyridine derivative with the molecular formula C₅H₄BrClN₂. This compound features a reactive amino group at the 4-position and halogen substituents (bromo and chloro) at the 3- and 5-positions, making it a versatile building block for pharmaceutical, agrochemical, and materials science research. Its unique structure enables selective functionalization for the synthesis of complex heterocycles, ligands, and biologically active molecules. Available in >98% purity (HPLC), it is supplied as a crystalline solid with full analytical characterization (NMR, MS, IR) for quality assurance. Store under inert conditions at 2-8°C to ensure stability.

Properties

• CAS Number: 159783-78-5
• Complexity: 101
• IUPAC Name: 3-bromo-5-chloro-pyridin-4-amine
• InChI: InChI=1S/C5H4BrClN2/c6-3-1-9-2-4(7)5(3)8/h1-2H,(H2,8,9)
• InChI Key: VOEIEXVBLCRZCS-UHFFFAOYSA-N
• Exact Mass: 205.92464
• Molecular Formula: C5H4BrClN2
• Molecular Weight: 207.45
• SMILES: C1=C(C(=C(C=N1)Br)N)Cl
• Topological: 38.9
• Monoisotopic Mass: 205.92464
• Synonyms: 3-Bromo-5-chloropyridin-4-amine, 159783-78-5, 4-Amino-3-bromo-5-chloropyridine, 4-Pyridinamine, 3-bromo-5-chloro-, 3-Bromo-5-chloropyridine-4-amine, MFCD10686645, SCHEMBL20120392, DTXSID70652979, 3-Bromo-5-chloro-4-pyridinamine, AKOS016006051, 972LR98M96, AB56437, CS-W021865, FB64807, AC-27526, DS-14473, SY114431, DB-083147, I11219, A883278

Application

3-Bromo-5-chloropyridin-4-amine serves as a key intermediate in medicinal chemistry for developing kinase inhibitors and antimicrobial agents. Its halogenated pyridine core facilitates Suzuki-Miyaura and Buchwald-Hartwig coupling reactions in drug discovery workflows. Researchers also utilize it to synthesize functionalized ligands for catalytic systems and photoactive materials. The compound’s reactivity enables precise modifications for structure-activity relationship (SAR) studies in lead optimization.

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