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  • 3-(morpholinomethyl)phenylboronic acid

  • 3-(morpholinomethyl)phenylboronic acid

    Catalog Number
    ACMA00015146
    Product Name
    3-(morpholinomethyl)phenylboronic acid
    Category
    Salt
    IUPAC Name
    [3-(morpholin-4-ylmethyl)phenyl]boronic acid
    Molecular Weight
    221.06g/mol
    Molecular Formula
    C11H16BNO3
    Canonical SMILES
    B(C1=CC(=CC=C1)CN2CCOCC2)(O)O
    InChI
    InChI=1S/C11H16BNO3/c14-12(15)11-3-1-2-10(8-11)9-13-4-6-16-7-5-13/h1-3,8,14-15H,4-7,9H2
    InChI Key
    VTSDPGUSDVMXDN-UHFFFAOYSA-N
    Application
    The purpose of 3-(morpholinomethyl)phenylboronic acid, a light orange powder, is to serve as a versatile intermediate in various chemical syntheses. This compound can be used in the preparation of piperidine-based MCH R1 antagonists, making it valuable in pharmaceutical research. Additionally, it acts as a substrate in Suzuki coupling reactions, facilitating the synthesis of 4-aryl-1,8-naphthyridin-2(1H)-ones. Its utility extends further as an intermediate in the creation of biaryl-based phenylalanine amino acid analogs, which are important as kainate receptor ligands. Moreover, it plays a crucial role in the development of phenylimidazole-based Ir(III) complexes for use in phosphorescent blue OLED applications.
    Complexity
    209
    Covalently-Bonded Unit Count
    1
    Exact Mass
    221.122323g/mol
    Formal Charge
    0
    Heavy Atom Count
    16
    Monoisotopic Mass
    221.122323g/mol
    Rotatable Bond Count
    3
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