3-Bromonaphthalen-2-amine丨CAS 54245-33-9

3-Bromonaphthalen-2-amine is a brominated aromatic amine widely used as an intermediate in organic synthesis, pharmaceutical research, and materials science. It serves as a building block for the synthesis of heterocyclic compounds, dyes, pigments, and bioactive molecules. In medicinal chemistry, it is employed to develop enzyme inhibitors, receptor modulators, and other therapeutic candidates. The bromine atom provides a reactive site for selective cross-coupling reactions, such as Suzuki–Miyaura, Buchwald–Hartwig, and Sonogashira couplings, enabling the introduction of diverse substituents. Additionally, 3-bromonaphthalen-2-amine is used in the preparation of functionalized polymers, molecular probes, and advanced organic materials, where aromatic amines contribute to electronic or photophysical properties.

3-Bromonaphthalen-2-amine offers several advantages due to its dual functional groups. The amino group allows for acylation, sulfonation, and condensation reactions, while the bromine atom facilitates efficient palladium-catalyzed coupling or nucleophilic substitution. Its rigid naphthalene backbone provides structural stability and planarity, which is advantageous for electronic, optical, or binding interactions in target molecules. The compound is a solid with good chemical stability and solubility in common organic solvents, enabling convenient handling, storage, and incorporation into multi-step syntheses. These properties allow for high yields, reproducibility, and versatility in research and industrial applications.