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CS-W001157 4
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6-Ethoxypyridine-2-carbaldehyde

  • CAS No. 85259-47-8

  • Cat. No. CS-0183670
  • Purity≥97%
  • MDL No.None

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

6-Ethoxypyridine-2-carbaldehyde|CS-0183670

Structure of 85259-47-8

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General Information

  • CAS No. 85259-47-8
  • Cat. No. CS-0183670
  • Purity ≥97%
  • MDL No. None
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₉NO₂
  • Molecular Weight 151.16
  • Synonym(s) 6-Ethoxypyridine-2-carboxaldehyde
  • SMILES CCOC1=CC=CC(=N1)C=O

Description

6-Ethoxypyridine-2-carbaldehyde features a pyridine ring with strategically positioned ethoxy and aldehyde functionalities. The electron-withdrawing aldehyde group enhances reactivity at the 2-position, while the para-ethoxy substituent stabilizes the aromatic system. This combination enables efficient coupling in transition-metal-catalyzed cross-coupling reactions and serves as a key building block for bioactive heterocycles.

Application

6-Ethoxypyridine-2-carbaldehyde serves as a versatile building block in synthetic organic chemistry, enabling efficient access to functionalized heterocycles and pharmaceutical intermediates. Its pyridine core provides structural rigidity and enhanced solubility, while the aldehyde functionality facilitates nucleophilic additions, condensations, and reductive aminations under mild conditions. The ethoxy group enhances electronic modulation and improves bench stability, making it suitable for multi-step syntheses and scale-up applications.

Synthesis

  • Route1
    • (6-Ethoxypyridin-2-yl)methanol|CS-0231268
      890655-75-1
    • ~71%
    • In-stock
      6-Ethoxypyridine-2-carbaldehyde|CS-0183670
      85259-47-8

    References

    • ASTRAZENECA AB Patent: WO2006/62465 A1, 2006 ; Location in patent: Page/Page column 38-39 ; WO 2006/062465 A1

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-P330-P362+P364-P405-P501

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Computational Chemistry Data

  • TPSA   39.19
  • LogP   1.2928
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   3

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