Description
5-Bromo-3-fluoro-2-methoxypyridine (CAS No. 124432-70-8) is a high-purity halogenated pyridine derivative with the molecular formula C6H5BrFNO. This compound is a valuable building block in organic synthesis, particularly in pharmaceutical and agrochemical research. Its unique structure, featuring bromine and fluorine substituents on a methoxy-pyridine scaffold, enables versatile reactivity for cross-coupling reactions, nucleophilic substitutions, and other functionalizations. The product is supplied as a crystalline solid with ≥95% purity (HPLC) and is rigorously tested for quality assurance. Ideal for medicinal chemistry, material science, and ligand design applications. Store under inert conditions at 2-8°C to ensure long-term stability.
Properties
- CAS Number: 124432-70-8
- Complexity: 114
- IUPAC Name: 5-bromo-3-fluoro-2-methoxy-pyridine
- InChI: InChI=1S/C6H5BrFNO/c1-10-6-5(8)2-4(7)3-9-6/h2-3H,1H3
- InChI Key: DEBFRAAJISQBIE-UHFFFAOYSA-N
- Exact Mass: 204.95385
- Molecular Formula: C6H5BrFNO
- Molecular Weight: 206.01
- SMILES: COC1=C(C=C(C=N1)Br)F
- Topological: 22.1
- Monoisotopic Mass: 204.95385
- Synonyms: 5-BROMO-3-FLUORO-2-METHOXYPYRIDINE, 124432-70-8, DTXSID90564545, DTXCID00515321, 2-Methoxy-3-fluoro-5-bromopyridine, Pyridine, 5-bromo-3-fluoro-2-methoxy-, 5-Bromo-3-fluoro-2-methoxy-pyridine, MFCD04112553, SCHEMBL322917, SCHEMBL16714045, DEBFRAAJISQBIE-UHFFFAOYSA-N, BBL102741, STL556547, AKOS015834220, AB17621, CS-W000809, GS-6443, SY022296, DB-024952
Application
5-Bromo-3-fluoro-2-methoxypyridine serves as a key intermediate in the synthesis of bioactive molecules, including kinase inhibitors and antimicrobial agents. Its orthogonal reactivity allows selective modification of the bromine or fluorine positions for structure-activity relationship (SAR) studies. The compound is frequently employed in Suzuki-Miyaura and Buchwald-Hartwig couplings to construct complex heterocyclic systems. Researchers also utilize it as a directing group in C-H activation chemistry.
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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