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CS-W001157 4
Total: USD 88.00

4-Methoxypyridine-3-carbaldehyde

  • CAS No. 82257-15-6

  • Cat. No. CS-D0961
  • Purity≥95%
  • MDL No.MFCD04112505

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

4-Methoxypyridine-3-carbaldehyde|CS-D0961

Structure of 82257-15-6

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General Information

  • CAS No. 82257-15-6
  • Cat. No. CS-D0961
  • Purity ≥95%
  • MDL No. MFCD04112505
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₇NO₂
  • Molecular Weight 137.14
  • Synonym(s) 4-Methoxynicotinaldehyde
  • SMILES O=CC1=C(OC)C=CN=C1

Description

4-Methoxypyridine-3-carbaldehyde features a pyridine ring bearing both a methoxy group at the 4-position and a formyl substituent at the 3-position, creating a polar, electron-deficient heterocyclic scaffold. This arrangement enables efficient coupling in transition-metal-catalyzed reactions and facilitates incorporation into bioactive molecule frameworks. The aldehyde functionality supports rapid derivatization under mild conditions, while the methoxy group enhances solubility and stability.

Application

4-Methoxypyridine-3-carbaldehyde serves as a versatile building block in medicinal chemistry, enabling efficient access to bioactive heterocycles through standard coupling and functional group transformation protocols. Its pyridine core provides enhanced solubility and metabolic stability, while the aldehyde group offers high reactivity for imine formation, reductive amination, and Ugi-type multicomponent reactions. Bench-stable and compatible with common protecting groups, it facilitates streamlined synthesis of drug candidates and advanced intermediates.

Synthesis

  • Route1
    • In-stock
      4-Methoxypyridine|CS-W007634
      620-08-6
    • null|null
      68-12-2
    • ~83%
    • In-stock
      4-Methoxypyridine-3-carbaldehyde|CS-D0961
      82257-15-6

    References

    • Tetrahedron Letters, , vol. 47, # 1 p. 39 - 41
  • Route2

    References

    • WO2004/41806 A2, ; Page 65 ; WO 2004/041806 A2
  • Route3
    • In-stock
      3-Bromo-4-methoxypyridine|CS-W004248
      82257-09-8
    • null|null
      68-12-2
    • ~77%
    • In-stock
      4-Methoxypyridine-3-carbaldehyde|CS-D0961
      82257-15-6

    References

    • European Journal of Organic Chemistry, , # 13 p. 2126 - 2135

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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