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    675576-26-8

    Catalog No. EBD6830

    CAS 675576-26-8

    Name 6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)isoquinoline

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    Basic Information

    Synonyms: 6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)isoquinoline

    Molecular Formula: C15H18BNO2

    Molecular Weight: 255.12

    Categories: Synthetic Chemistry > Organic Building Blocks > Boronic Acids and Boronic Esters Medicinal Chemistry > Pharmaceutical Intermediates > Heterocyclic Intermediates

    Product Description:
    6-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)isoquinoline is an organoboron compound featuring an isoquinoline heterocycle substituted at the 6-position with a pinacol boronate ester group. This structure combines the aromatic nitrogen-containing heterocycle with a protected boronic acid functionality, making it a versatile synthetic intermediate. Its primary application is as a key building block in organic synthesis, particularly in transition-metal-catalyzed cross-coupling reactions such as the Suzuki-Miyaura reaction. The pinacol boronate ester serves as a stable precursor to the corresponding boronic acid, enabling the efficient formation of carbon-carbon bonds. The isoquinoline scaffold is a privileged structure in medicinal chemistry, found in numerous bioactive molecules. Therefore, this compound is extensively used in the research and development of pharmaceuticals, specifically as a heterocyclic intermediate for constructing potential drug candidates targeting various diseases. The compound is typically handled under inert atmosphere (e.g., nitrogen or argon) due to the sensitivity of some organoboron species to moisture and oxygen. It is commercially supplied as a solid or in solution and is intended for laboratory research use.
    Physical Properties

    Melting Point: 179-184 °C

    Boiling Point: 397.5°C at 760 mmHg

    Flash Point: 194.2°C

    Density: 1.1g/cm3

    Storage: 2-8°C

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