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    1140512-58-8

    Catalog No. EBD2213514

    CAS 1140512-58-8

    Name Methyl 6-chloro-1H-pyrrolo[2,3-b]pyridine-2-carboxylate

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    Basic Information

    Synonyms: Methyl6-chloro-1H-pyrrolo[2,3-b]pyridine-2-carboxylate 6-Chloro-1H-pyrrolo[2,3-b]pyridine-2-carboxylicacidmethylester 1H-Pyrrolo[2,3-b]pyridine-2-carboxylicacid,6-chloro-,methylester Methyl6-chloro-7-azaindole-2-carboxylate Methyl6-chloro-7-aza-1H-indol-2-carboxylate

    Molecular Formula: C9H7ClN2O2

    Molecular Weight: 210.62

    Categories: Medicinal Chemistry > Pharmaceutical Intermediates > Heterocyclic Intermediates

    Product Description:
    Methyl 6-chloro-1H-pyrrolo[2,3-b]pyridine-2-carboxylate is a heterocyclic organic compound featuring a fused pyrrolopyridine core. It is a versatile and important chemical building block, specifically a 7-azaindole derivative with a chlorine substituent at the 6-position and a methyl ester group at the 2-position. This specific substitution pattern makes it a valuable scaffold in medicinal chemistry. Its primary and most significant application is as a key intermediate in the synthesis of pharmaceutical compounds. The 7-azaindole structure is a privileged scaffold in drug discovery, known for its ability to mimic the purine ring system and participate in key hydrogen-bonding interactions with biological targets. This compound has been prominently used in the research and development of kinase inhibitors, particularly as a precursor to molecules targeting the Janus kinase (JAK) family, such as JAK1 and TYK2 inhibitors, which are investigated for treating autoimmune and inflammatory diseases. The presence of both the reactive chlorine atom and the ester group provides handles for further functionalization through cross-coupling reactions (e.g., Suzuki, Buchwald-Hartwig) and hydrolysis/amide formation, respectively. This allows for the rapid generation of diverse compound libraries for structure-activity relationship (SAR) studies. It is handled as a research chemical under standard laboratory safety protocols.
    Physical Properties
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