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CS-W001157 4
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Thieno[3,2-c]pyridine-2-carbaldehyde

  • CAS No. 94226-19-4

  • Cat. No. CS-0060710
  • Molecule weight163.20
  • Purity≥98%
  • MDL No.None

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

Thieno[3,2-c]pyridine-2-carbaldehyde|CS-0060710

Structure of 94226-19-4

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General Information

  • CAS No. 94226-19-4
  • Cat. No. CS-0060710
  • Purity ≥98%
  • MDL No. None
  • Storage -20°C, sealed storage, away from moisture
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₅NOS
  • Molecular Weight 163.20
  • Synonym(s) Thieno[3,2-c]pyridine-2-carboxaldehyde (9CI)
  • SMILES C1=CN=CC2=C1SC(=C2)C=O

Description

Thieno[3,2-c]pyridine-2-carbaldehyde features a fused heterocyclic core combining thiophene and pyridine units, delivering enhanced electron deficiency. The aldehyde functionality at the 2-position enables direct incorporation into Buchwald-Hartwig couplings, Staudinger reductions, and imine-based conjugation strategies. This scaffold exhibits high thermal stability and solubility in common organic solvents, making it ideal for synthetic intermediates in pharmaceutical and materials chemistry applications.

Application

Thieno[3,2-c]pyridine-2-carbaldehyde serves as a versatile heterocyclic building block for medicinal chemistry and materials science. The aldehyde functionality enables direct incorporation into Suzuki-Miyaura couplings, Ugi-type multicomponent reactions, and reductive amination workflows. Its fused thienopyridine core provides enhanced planarity and electron-deficient character, facilitating π–π stacking interactions in target-directed synthesis. Bench-stable and compatible with standard purification methods, it functions reliably in multi-step synthetic sequences requiring functional group tolerance and structural rigidity.

Synthesis

  • Route1
    • In-stock
      Thieno[3,2-c]pyridine|CS-D0447
      272-14-0
    • null|null
      68-12-2
    • ~42%
    • In-stock
      Thieno[3,2-c]pyridine-2-carbaldehyde|CS-0060710
      94226-19-4

    References

    • AFFINIUM PHARMACEUTICALS, INC. Patent: WO2004/52890 A1, 2004 ; Location in patent: Page 90-91 ; WO 2004/052890 A1
  • Route2
    • In-stock
      Thieno[3,2-c]pyridine|CS-D0447
      272-14-0
    • null|null
      109-94-4
    • ~80%
    • In-stock
      Thieno[3,2-c]pyridine-2-carbaldehyde|CS-0060710
      94226-19-4

    References

    • Lu, Zhijian; Bohn, Joann; Rano, Tom; Rutkowski, Carrie A.; Simcoe, Amy L.; Olsen, David B.; Schleif, William A.; Carella, Anthony; Gabryelski, Lori; Jin, Lixia; Lin, Jiunn H.; Emini, Emilio; Chapman, Kevin; Tata, James R. Bioorganic and Medicinal Chemistry Letters, 2005 , vol. 15, # 23 p. 5311 - 5314
  • Route3

    References

    • Eli Lilly and Company Patent: US4480098 A1, 1984 ;

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-H312-H332
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P363-P501

Quality Control

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Computational Chemistry Data

  • TPSA   29.96
  • LogP   2.1088
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   1

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