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1H-Pyrrolo[2,3-b]pyridine-2-carbaldehyde

  • CAS No. 394223-03-1

  • Cat. No. CS-0003988
  • Molecule weight146.15
  • Purity≥96%
  • MDL No.MFCD08437634

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

1H-Pyrrolo[2,3-b]pyridine-2-carbaldehyde|CS-0003988

Structure of 394223-03-1

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General Information

  • CAS No. 394223-03-1
  • Cat. No. CS-0003988
  • Purity ≥96%
  • MDL No. MFCD08437634
  • Storage -20°C, sealed storage, away from moisture
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₆N₂O
  • Molecular Weight 146.15
  • Synonym(s) 1H-Pyrrolo[2,3-b]pyridin-2-carbaldehyd
  • SMILES O=CC1=CC2=CC=CN=C2N1

Description

1H-Pyrrolo[2,3-b]pyridine-2-carbaldehyde features a fused heterocyclic core with a reactive aldehyde handle at the 2-position. This electron-deficient scaffold integrates readily into C–C coupling reactions and serves as a key building block in medicinal chemistry. The aldehyde group enables direct functionalization or conjugation under mild conditions.

Application

1H-Pyrrolo[2,3-b]pyridine-2-carbaldehyde serves as a versatile heterocyclic building block for medicinal chemistry and materials science applications. Its aldehyde functionality enables efficient imine formation, reductive amination, and coupling reactions under mild conditions. The scaffold exhibits excellent bench stability and compatibility with diverse functional groups, facilitating rapid access to complex molecular architectures via standard synthetic protocols.

Synthesis

  • Route1

    References

    • ZENOBIA THERAPEUTICS, INC.; BOUNAUD, Pierre-Yves; NIENABER, Vicki; STEENSMA, Ruo, W.; LOWE, John, A., III Patent: WO2012/178015 A2, 2012 ; Location in patent: Page/Page column 113 ; WO 2012/178015 A2
  • Route2

    References

    • GLAXO GROUP LIMITED; ATKINSON, Stephen John; BARKER, Michael David; CAMPBELL, Matthew; DIALLO, Hawa; DOUAULT, Clement; GARTON, Neil Stuart; LIDDLE, John; SHEPPARD, Robert John; WALKER, Ann, Louise; WELLAWAY, Christopher; WILSON, David Matthew Patent: WO2014/15905 A1, 2014 ; Location in patent: Page/Page column 47 ;
  • Route3
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      109-04-6
    • ~%
    • In-stock
      1H-Pyrrolo[2,3-b]pyridine-2-carbaldehyde|CS-0003988
      394223-03-1

    References

    • ZENOBIA THERAPEUTICS, INC.; BOUNAUD, Pierre-Yves; NIENABER, Vicki; STEENSMA, Ruo, W.; LOWE, John, A., III Patent: WO2012/178015 A2, 2012 ; WO 2012/178015 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 : H319
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

  • TPSA   45.75
  • LogP   1.3754
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   1

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