Description
3,5-Dibromo-2-methoxypyridine (CAS No. 13472-60-1) is a high-purity halogenated pyridine derivative with the molecular formula C6H5Br2NO. This compound is a versatile intermediate in organic synthesis, particularly in pharmaceutical and agrochemical research, where it serves as a key building block for the development of active ingredients. Its unique structure, featuring bromine substituents at the 3 and 5 positions and a methoxy group at the 2 position, enables selective functionalization for complex molecule construction. Available in ≥97% purity, this product is rigorously tested via HPLC, GC, and NMR to ensure consistency and reliability for demanding laboratory applications. Suitable for use in cross-coupling reactions, nucleophilic substitutions, and as a precursor for heterocyclic scaffolds.
Properties
- CAS Number: 13472-60-1
- Complexity: 112
- IUPAC Name: 3,5-dibromo-2-methoxy-pyridine
- InChI: InChI=1S/C6H5Br2NO/c1-10-6-5(8)2-4(7)3-9-6/h2-3H,1H3
- InChI Key: MBMQYTQCUCQJEH-UHFFFAOYSA-N
- Exact Mass: 266.87174
- Molecular Formula: C6H5Br2NO
- Molecular Weight: 266.92
- SMILES: COC1=C(C=C(C=N1)Br)Br
- Topological: 22.1
- Monoisotopic Mass: 264.87379
- Synonyms: 3,5-DIBROMO-2-METHOXYPYRIDINE, 13472-60-1, DTXSID30544003, DTXCID00494788, 687-297-6, 2-METHOXY-3,5-DIBROMO-PYRIDINE, Pyridine, 3,5-dibromo-2-methoxy-, 3,5-dibromo-2-methoxy-pyridine, MFCD05663709, 2-Methoxy-3,5-dibromopyridine, Pyridine,2-methoxy-5-methyl-, SCHEMBL1882789, MBMQYTQCUCQJEH-UHFFFAOYSA-N, 3,5-dibromo-2-(methyloxy)pyridine, BCP22172, BBL100916, STL554710, AKOS005255974, 3,5-bis(bromanyl)-2-methoxy-pyridine, 3,5-Dibromo-2-methoxypyridine, 97%, CS-W003229, AC-24907, DS-11150, DB-003911, D5099, EN300-317022, A806831, 2-Methoxy-5-picoline (2-Methoxy-5-methylpyridine)
3,5-Dibromo-2-methoxypyridine is widely used as a synthetic intermediate in medicinal chemistry for the development of kinase inhibitors and antimicrobial agents. Its brominated pyridine core facilitates Suzuki-Miyaura and Buchwald-Hartwig coupling reactions to construct biaryl systems. Researchers also employ it in the synthesis of ligands for catalysis and functional materials. The methoxy group enhances solubility and directs regioselective modifications.
Safety and Hazards
GHS Hazard Statements
- H302 (97.6%): Harmful if swallowed [Warning Acute toxicity, oral]
- H318 (97.6%): Causes serious eye damage [Danger Serious eye damage/eye irritation]
Precautionary Statements
- P264, P264+P265, P270, P280, P301+P317, P305+P354+P338, P317, P330, and P501
Hazard Classes and Categories
- Acute Tox. 4 (97.6%)
- Eye Dam. 1 (97.6%)
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