5-[(2,3-difluoro-6-methoxyphenyl)methoxy]-2-fluoro-4-methoxy-benzenamine
[CAS# 935287-59-5]

Identification

• Classification: Organic raw materials >> Aryl compounds >> Anilines
• Name: 5-[(2,3-difluoro-6-methoxyphenyl)methoxy]-2-fluoro-4-methoxy-benzenamine
• Molecular Formula: C₁₅H₁₄F₃NO₃
• Molecular Weight: 313.27
• CAS Registry Number: 935287-59-5
• SMILES: C1(N)=CC(OCC2=C(OC)C=CC(F)=C2F)=C(OC)C=C1F

Properties

• Density: 1.321±0.06 g/mL (alc.)
• Boiling point: 397.9±37.0 ºC (Calc.)

Discovory and Applicatios

5-[(2,3-difluoro-6-methoxyphenyl)methoxy]-2-fluoro-4-methoxy-benzenamine is a multifunctional, fluorinated aromatic compound used as an intermediate in medicinal chemistry for the preparation of complex small-molecule drug candidates. The compound contains a benzene ring substituted with a primary amine at the 1-position, a fluorine atom at the 2-position, a methoxy group at the 4-position, and a 2,3-difluoro-6-methoxyphenylmethoxy group at the 5-position. The presence of multiple fluorine atoms and methoxy groups provides electronic modulation of the aromatic rings, which can influence binding affinity, metabolic stability, and physicochemical properties in downstream pharmaceutical applications.

The methoxy and fluoro substituents provide steric and electronic tuning, while the benzylic ether linkage to the difluoromethoxyphenyl group serves as a point for further functionalization or incorporation into larger molecules. The primary amine allows for selective acylation, sulfonylation, or other derivatization reactions to create biologically active derivatives. This intermediate is typically employed in multi-step synthetic sequences where control of regioselectivity and functional group compatibility is required, especially in programs exploring CNS targets, kinase inhibitors, or other heteroaryl-containing pharmacophores.

Handling requires standard precautions for aromatic amines and halogenated compounds, including storage under inert atmosphere and protection from moisture to maintain chemical stability. Analytical methods such as NMR spectroscopy, mass spectrometry, and HPLC are commonly used to confirm structural integrity and purity before further synthetic use.