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CS-W001157 4
Total: USD 88.00

4-Amino-2-chloronicotinaldehyde

  • CAS No. 338452-92-9

  • Cat. No. CS-0063843
  • Purity≥97%
  • MDL No.MFCD09834659

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

4-Amino-2-chloronicotinaldehyde|CS-0063843

Structure of 338452-92-9

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General Information

  • CAS No. 338452-92-9
  • Cat. No. CS-0063843
  • Purity ≥97%
  • MDL No. MFCD09834659
  • Storage -20°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₅ClN₂O
  • Molecular Weight 156.57
  • Synonym(s) None
  • SMILES O=CC1=C(N)C=CN=C1Cl

Description

4-Amino-2-chloronicotinaldehyde features a strategically positioned aldehyde group flanked by electron-donating amino and electron-withdrawing chloro substituents, enabling selective coupling reactions in synthetic intermediates. This configuration enhances reactivity while maintaining stability under standard conditions, making it valuable for constructing complex heterocycles and bioactive molecules in medicinal chemistry applications.

Application

4-Amino-2-chloronicotinaldehyde serves as a versatile building block in the synthesis of bioactive heterocycles and pharmaceutical intermediates. Its ortho-chloro aldehyde functionality enables direct coupling reactions, while the amino group provides a handle for derivatization or metal coordination. The compound exhibits sufficient bench stability for routine handling and is compatible with common protecting group strategies. Functions effectively in Pd-catalyzed cross-coupling and condensation reactions, facilitating access to complex scaffolds in medicinal chemistry workflows.

Synthesis

  • Route1

    References

    • WO2013/9535 A1, ; Paragraph 00183 ;

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

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Computational Chemistry Data

  • TPSA   55.98
  • LogP   1.1297
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   1

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