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CS-W001157 4
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Furo[2,3-c]pyridine-5-carboxaldehyde

  • CAS No. 478148-61-7

  • Cat. No. CS-0155525
  • Purity≥97%
  • MDL No.MFCD11109706

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

Furo[2,3-c]pyridine-5-carboxaldehyde|CS-0155525

Structure of 478148-61-7

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General Information

  • CAS No. 478148-61-7
  • Cat. No. CS-0155525
  • Purity ≥97%
  • MDL No. MFCD11109706
  • Storage -20°C, sealed storage, away from moisture
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₅NO₂
  • Molecular Weight 147.13
  • Synonym(s) Furo[2,3-c]pyridine-5-carboxaldehyde (9CI)
  • SMILES C1=COC2=CN=C(C=C12)C=O

Description

Furo[2,3-c]pyridine-5-carboxaldehyde features a fused heterocyclic core combining furan and pyridine rings, delivering a rigid, electron-deficient scaffold. The aldehyde group at the 5-position enables direct functionalization in cross-coupling reactions and facilitates conjugation with nucleophiles. This compound serves as a key building block for bioactive molecules and advanced materials.

Application

Furo[2,3-c]pyridine-5-carboxaldehyde serves as a versatile heterocyclic building block for medicinal chemistry and materials science. Its fused furan-pyridine core provides enhanced stability and defined electronic properties, while the aldehyde functionality enables facile derivatization via reductive amination, Wittig reactions, or condensation with amines and hydrazides. The compound exhibits good bench stability and is compatible with common protecting group strategies, facilitating integration into multi-step syntheses of complex scaffolds.

Synthesis

  • Route1

    References

    • KOWA COMPANY, LTD. Patent: US2010/280013 A1, 2010 ; Location in patent: Page/Page column 53 ;
  • Route2
    • In-stock
      Furo[2,3-c]pyridin-5-ylmethanol|CS-0037542
      478148-60-6
    • null|null
      79-37-8
    • ~86%
    • In-stock
      Furo[2,3-c]pyridine-5-carboxaldehyde|CS-0155525
      478148-61-7

    References

    • Wishka, Donn G.; Reitz, Steven Charles; Piotrowski, David W.; Groppi JR., Vincent E. Patent: US2003/45540 A1, 2003 ;
  • Route3

    References

    • Wishka, Donn G.; Walker, Daniel P.; Yates, Karen M.; Reitz, Steven C.; Jia, Shaojuan; Myers, Jason K.; Olson, Kirk L.; Jacobsen, E. Jon; Wolfe, Mark L.; Groppi, Vincent E.; Hanchar, Alexander J.; Thornburgh, Bruce A.; Cortes-Burgos, Luz A.; Wong, Erik H. F.; Staton, Brian A.; Raub, Thomas J.; Higdon, Nicole R.; Wall, Theron M.; Hurst, Raymond S.; Walters, Rodney R.; Hoffmann, William E.; Hajos, Mihaly; Franklin, Stanley; Carey, Galen; Gold, Lisa H.; Cook, Karen K.; Sands, Steven B.; Zhao, Sabrina X.; Soglia, John R.; Kalgutkar, Amit S.; Arneric, Stephen P.; Rogers, Bruce N. Journal of Medicinal Chemistry, 2006 , vol. 49, # 14 p. 4425 - 4436

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
Precautionary Statements : P264-P270-P330-P501

Quality Control

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Computational Chemistry Data

  • TPSA   43.1
  • LogP   1.6403
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   1

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