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CS-W001157 4
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3-Methoxyisonicotinaldehyde

  • CAS No. 1849-52-1

  • Cat. No. CS-W005812
  • Purity≥95%
  • MDL No.MFCD04112484

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

3-Methoxyisonicotinaldehyde|CS-W005812

Structure of 1849-52-1

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General Information

  • CAS No. 1849-52-1
  • Cat. No. CS-W005812
  • Purity ≥95%
  • MDL No. MFCD04112484
  • Storage -20°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₇NO₂
  • Molecular Weight 137.14
  • Synonym(s) 3-Methoxypyridine-4-carboxaldehyde
  • SMILES COC1=C(C=O)C=CN=C1

Description

3-Methoxyisonicotinaldehyde delivers a strategically positioned methoxy group at the pyridine ring's meta position, enhancing electronic modulation and solubility. This bench-stable aldehyde integrates efficiently into heterocyclic synthesis, serving as a key building block for pharmaceutical intermediates and functional materials.

Application

3-Methoxyisonicotinaldehyde serves as a versatile building block in medicinal chemistry and synthetic organic chemistry, enabling the construction of heterocyclic scaffolds via condensation and coupling reactions. Its ortho-methoxy substituent enhances electronic modulation and provides favorable solubility and stability for downstream transformations. The aldehyde functionality facilitates efficient imine formation, reductive amination, and Ugi-type multicomponent reactions, making it a practical choice for lead optimization and library synthesis.

Synthesis

  • Route1

    References

    • WO2007/67511 A2, ; Page/Page column 35 ; WO 2007/067511 A2
  • Route2
    • null|null
      102074-59-9
    • ~%
    • In-stock
      3-Methoxyisonicotinaldehyde|CS-W005812
      1849-52-1

    References

    • Tetrahedron, , vol. 3, p. 49,56
  • Route3
    • null|null
      130113-10-9
    • ~%
    • In-stock
      3-Methoxyisonicotinaldehyde|CS-W005812
      1849-52-1

    References

    • Journal of Heterocyclic Chemistry, , vol. 27, # 4 p. 987 - 990

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   39.19
  • LogP   0.9027
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   2

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