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

  • CAS No. 171919-36-1

  • Cat. No. CS-0028330
  • Purity≥96%
  • MDL No.MFCD11054209

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

1-Methyl-1H-pyrrolo[2,3-b]pyridine-3-carboxaldehyde|CS-0028330

Structure of 171919-36-1

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General Information

  • CAS No. 171919-36-1
  • Cat. No. CS-0028330
  • Purity ≥96%
  • MDL No. MFCD11054209
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₈N₂O
  • Molecular Weight 160.17
  • Synonym(s) 1-methylpyrrolo[2,3-b]pyridine-3-carbaldehyde
  • SMILES O=CC1=CN(C)C2=C1C=CC=N2

Description

1-Methyl-1H-pyrrolo[2,3-b]pyridine-3-carboxaldehyde delivers a rigid, electron-deficient heteroaromatic scaffold ideal for constructing bioactive molecules. The aldehyde functionality enables direct coupling in Ugi or Passerini reactions, while the methyl group enhances solubility and metabolic stability. This compound serves as a key building block in medicinal chemistry campaigns targeting kinase inhibitors and CNS-active agents.

Application

1-Methyl-1H-pyrrolo[2,3-b]pyridine-3-carboxaldehyde serves as a versatile building block in medicinal chemistry, enabling efficient construction of nitrogen-containing heterocycles. Its aldehyde functionality facilitates reductive amination, Schiff base formation, and coupling reactions under mild conditions. The molecule exhibits good bench stability and compatibility with common functional groups, supporting its use in multi-step synthesis and library generation for drug discovery applications.

Synthesis

  • Route1
    • In-stock
      1-Methyl-1H-pyrrolo[2,3-b]pyridine|CS-W001520
      27257-15-4
    • null|null
      68-12-2
    • ~74%
    • In-stock
      1-Methyl-1H-pyrrolo[2,3-b]pyridine-3-carboxaldehyde|CS-0028330
      171919-36-1

    References

    • ASTRAZENECA AB Patent: WO2005/66132 A1, 2005 ; Location in patent: Page/Page column 66 ; WO 2005/066132 A1
  • Route2

    References

    • DAIICHI PHARMACEUTICAL CO., LTD. Patent: EP1346982 A1, 2003 ;
  • Route3
    • In-stock
      1H-Pyrrolo[2,3-b]pyridine-3-carboxaldehyde|CS-D0122
      4649-09-6
    • null|null
      74-88-4
    • ~99%
    • In-stock
      1-Methyl-1H-pyrrolo[2,3-b]pyridine-3-carboxaldehyde|CS-0028330
      171919-36-1

    References

    • Chavan, Neelam L.; Nayak, Sandip K.; Kusurkar, Radhika S. Tetrahedron, 2010 , vol. 66, # 10 p. 1827 - 1831

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   34.89
  • LogP   1.3858
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   1

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