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CS-W001157 4
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Methyl 1H-pyrrolo[2,3-b]pyridine-5-carboxylate

  • CAS No. 849067-96-5

  • Cat. No. CS-D0708
  • Purity≥96%
  • MDL No.MFCD08457785

*For research and further manufacturing use only, not for direct human use.

Methyl 1H-pyrrolo[2,3-b]pyridine-5-carboxylate|CS-D0708

Structure of 849067-96-5

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General Information

  • CAS No. 849067-96-5
  • Cat. No. CS-D0708
  • Purity ≥96%
  • MDL No. MFCD08457785
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₈N₂O₂
  • Molecular Weight 176.17
  • Synonym(s) Methyl 7-azaindole-5-carboxylate
  • SMILES O=C(OC)C1=CN=C2NC=CC2=C1

Description

Methyl 1H-pyrrolo[2,3-b]pyridine-5-carboxylate features a fused heterocyclic core with a strategically positioned ester group, enabling direct incorporation into medicinal chemistry campaigns. The electron-deficient pyrrolopyridine scaffold supports diverse coupling reactions and serves as a key intermediate in the synthesis of bioactive nitrogen-containing architectures.

Application

Methyl 1H-pyrrolo[2,3-b]pyridine-5-carboxylate serves as a versatile heterocyclic building block for medicinal chemistry and materials science. Its pyrrolopyridine core enables efficient functionalization at the C5 position, while the ester group facilitates further derivatization via hydrolysis, reduction, or coupling reactions. The compound exhibits excellent bench stability and compatibility with standard synthetic protocols, making it ideal for constructing complex scaffolds in API development and small-molecule discovery.

Synthesis

  • Route1
    • null|null
      67-56-1
    • null|null
      201230-82-2
    • In-stock
      5-Bromo-7-azaindole|CS-B0096
      183208-35-7
    • ~%
    • In-stock
      Methyl 1H-pyrrolo[2,3-b]pyridine-5-carboxylate|CS-D0708
      849067-96-5

    References

    • WO2009/16460 A2, ; Page/Page column 111 ; WO 2009/016460 A2
  • Route2
    • In-stock
      5-Bromo-7-azaindole|CS-B0096
      183208-35-7
    • null|null
      13939-06-5
    • ~29%
    • In-stock
      Methyl 1H-pyrrolo[2,3-b]pyridine-5-carboxylate|CS-D0708
      849067-96-5

    References

    • ALLERGAN, INC.; CARLING, William R.; MARTOS, Jose L.; KANGASMETSA, Jussi J.; WANG, Jenny W.; WOODWARD, David F. Patent: WO2013/96496 A2, 2013 ; Location in patent: Page/Page column 78 ;
  • Route3
    • null|null
      849067-95-4
    • ~%
    • In-stock
      Methyl 1H-pyrrolo[2,3-b]pyridine-5-carboxylate|CS-D0708
      849067-96-5

    References

    • WO2005/28475 A2, ; Page/Page column 141-142; 222 ; WO 2005/028475 A2

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   54.98
  • LogP   1.3495
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   1

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