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    1228559-00-9

    Catalog No. EBD2936387

    CAS 1228559-00-9

    Name (S)-1-(4-bromo-2-fluorophenyl)ethanamine

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    Basic Information

    Synonyms: (alphaS)-4-Bromo-2-fluoro-alpha-methylbenzenemethanamine

    Molecular Formula: C8H9BrFN

    Molecular Weight: 218.07

    Categories: Medicinal Chemistry > Pharmaceutical Intermediates > Chiral Intermediates Synthetic Chemistry > Organic Building Blocks > Amines

    Product Description:
    (S)-1-(4-Bromo-2-fluorophenyl)ethanamine is a chiral aromatic amine building block characterized by a bromo and a fluoro substituent on the phenyl ring, attached to a chiral ethylamine moiety. This specific substitution pattern and stereochemistry make it a valuable intermediate in medicinal chemistry. Its primary application is as a key chiral intermediate in the synthesis of active pharmaceutical ingredients (APIs). The compound has been specifically cited in patent literature related to the development of Bruton's tyrosine kinase (BTK) inhibitors, such as zanubrutinib (BGB-3111). In these synthetic routes, this chiral amine serves as a crucial precursor for constructing the core pharmacophore, leveraging its halogenated aromatic ring for further functionalization and its chiral center to impart the desired biological activity. As a chiral, halogenated aniline derivative, it is also a versatile synthon in organic synthesis, particularly for constructing complex molecules via cross-coupling reactions (using the bromo group) and introducing fluorine atoms for modulating pharmacokinetic properties.
    Physical Properties
    mg g kg ml l t