Description
2-Amino-4-bromo-3-fluorobenzamide (CAS No. 2788906-06-7) is a high-purity halogenated benzamide derivative with the molecular formula C7H6BrFN2O. This compound features a unique combination of amino, bromo, and fluoro substituents on a benzamide scaffold, making it a valuable intermediate for pharmaceutical and agrochemical research. Its IUPAC name, 2-amino-4-bromo-3-fluorobenzamide, reflects its precise structural configuration. The product is supplied as a crystalline solid with ≥95% purity (HPLC), rigorously tested via NMR, LC-MS, and elemental analysis to ensure batch-to-batch consistency. Ideal for medicinal chemistry, this building block enables Suzuki couplings, Buchwald-Hartwig aminations, and other cross-coupling reactions. Packaged under inert gas in amber glass vials to ensure stability. SDS and CoA available upon request.
Properties
- CAS Number: 2788906-06-7
- Complexity: 190
- IUPAC Name: 2-amino-4-bromo-3-fluoro-benzamide
- InChI: InChI=1S/C7H6BrFN2O/c8-4-2-1-3(7(11)12)6(10)5(4)9/h1-2H,10H2,(H2,11,12)
- InChI Key: RQQPKTJGAJJMCT-UHFFFAOYSA-N
- Exact Mass: 231.96475
- Molecular Formula: C7H6BrFN2O
- Molecular Weight: 233.04
- SMILES: C1=CC(=C(C(=C1C(=O)N)N)F)Br
- Topological: 69.1
- Monoisotopic Mass: 231.96475
- Synonyms: SCHEMBL24630649, 2-Amino-4-bromo-3-fluorobenzamide, DB-376729, 2788906-06-7
Application
2-Amino-4-bromo-3-fluorobenzamide serves as a key synthon in the development of kinase inhibitors and antimicrobial agents due to its halogen-rich aromatic core. Researchers utilize this compound to introduce both hydrogen-bonding (amide/amino) and lipophilic (bromo/fluoro) motifs in drug discovery programs. It is particularly relevant in the synthesis of fluorinated bioactive molecules targeting CNS disorders. The bromo substituent enables further functionalization via palladium-catalyzed cross-coupling reactions.
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