4-fluoro-2-methoxy-5-nitro-aniline
4-fluoro-2-methoxy-5-nitro-aniline, identified by CAS 1075705-01-9, is a highly specialized aromatic compound characterized by its complex substitution pattern on the benzene ring. This yellow to orange crystalline solid features an amino group, a methoxy group, a nitro group, and a fluorine atom, making it a versatile building block in organic chemistry. Its unique electronic properties, driven by the strong electron-withdrawing nitro and fluoro substituents alongside the electron-donating methoxy and amino groups, allow for precise regioselective reactions during multi-step synthesis.
In industrial and research settings, this compound is primarily valued as a high-purity intermediate. Proper handling is essential due to its nature as a substituted aniline; it should be stored in a cool, dry environment away from strong oxidizing agents. Its role is critical in the development of advanced molecular architectures, particularly in the synthesis of bioactive molecules where specific substitution patterns are required to modulate biological activity or pharmacokinetic properties.
• This compound serves as a critical synthetic intermediate in the production of third-generation epidermal growth factor receptor (EGFR) inhibitors, most notably Osimertinib. Its specific arrangement of functional groups allows for the efficient construction of the pyrimidine-based core required for targeted oncological research applications.
• In medicinal chemistry research, it is utilized as a versatile scaffold for the development of various kinase inhibitors. The presence of the fluorine atom is particularly significant, as it is often strategically incorporated to enhance metabolic stability and improve the binding affinity of the final pharmaceutical candidate.
• The nitro group on the aniline ring provides a reactive handle that can be reduced to a secondary amine, facilitating the formation of complex heterocyclic systems. This makes the molecule an essential precursor for researchers exploring new pathways in heterocyclic synthesis and the creation of novel chemical libraries.
• Beyond pharmaceutical development, the compound is employed in specialty chemical manufacturing where precise fluorinated and nitrated aromatic precursors are required. Its structural integrity and predictable reactivity under standard synthetic conditions make it a reliable choice for laboratory-scale synthesis and process development.
Product Name: 4-fluoro-2-methoxy-5-nitro-aniline
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