Description
Methyl 2,6-bis(bromomethyl)isonicotinate (CAS No. 381224-18-6) is a high-purity brominated pyridine derivative with the molecular formula C9H9Br2NO2. This compound, also known as methyl 2,6-bis(bromomethyl)pyridine-4-carboxylate, is a versatile intermediate in organic synthesis and pharmaceutical research. Its unique structure, featuring two reactive bromomethyl groups and an ester functionality, makes it an ideal precursor for cross-coupling reactions, nucleophilic substitutions, and the construction of complex heterocyclic frameworks. Supplied as a white to off-white crystalline powder, this reagent is rigorously tested for purity (typically ≥95% by HPLC or GC analysis) and is packaged under inert conditions to ensure stability. Suitable for use in medicinal chemistry, materials science, and agrochemical development, it is available in quantities ranging from milligrams to kilograms to meet both research and production needs.
Properties
- CAS Number: 381224-18-6
- Complexity: 189
- IUPAC Name: methyl 2,6-bis(bromomethyl)pyridine-4-carboxylate
- InChI: InChI=1S/C9H9Br2NO2/c1-14-9(13)6-2-7(4-10)12-8(3-6)5-11/h2-3H,4-5H2,1H3
- InChI Key: WRCNHVLCKGQMSI-UHFFFAOYSA-N
- Exact Mass: 322.89795
- Molecular Formula: C9H9Br2NO2
- Molecular Weight: 322.98
- SMILES: COC(=O)C1=CC(=NC(=C1)CBr)CBr
- Topological: 39.2
- Monoisotopic Mass: 320.90000
- Synonyms: methyl 2,6-bis(bromomethyl)isonicotinate, 381224-18-6, SCHEMBL5203591, GQA22418, MFCD28681249, SY287868, DB-209141, methyl 2,6-bis(bromomethyl)pyridine-4-carboxylate
Application
Methyl 2,6-bis(bromomethyl)isonicotinate serves as a key building block in the synthesis of pharmaceutical compounds, particularly in the development of kinase inhibitors and other bioactive molecules. Its bromomethyl groups enable efficient functionalization for drug discovery pipelines, while the ester moiety allows further derivatization. Researchers also utilize this compound in materials science for constructing supramolecular architectures and metal-organic frameworks (MOFs). Its reactivity in cross-coupling reactions makes it valuable for creating novel ligands and catalysts in asymmetric synthesis.
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