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CS-W001157 4
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3-Chloropyridine-2-carboxaldehyde

  • CAS No. 206181-90-0

  • Cat. No. CS-W005646
  • Purity≥97%
  • MDL No.None

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

3-Chloropyridine-2-carboxaldehyde|CS-W005646

Structure of 206181-90-0

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General Information

  • CAS No. 206181-90-0
  • Cat. No. CS-W005646
  • Purity ≥97%
  • MDL No. None
  • Storage -20°C, sealed storage, away from moisture
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₄ClNO
  • Molecular Weight 141.56
  • Synonym(s) 3-chloropyridine-4-carbaldehyde
  • SMILES O=CC1=NC=CC=C1Cl

Description

3-Chloropyridine-2-carboxaldehyde delivers a reactive aldehyde group positioned ortho to a chlorine-substituted pyridine ring, enabling direct coupling in heterocyclic synthesis. This electron-deficient scaffold facilitates efficient imine formation and transition metal-catalyzed cross-couplings under standard conditions.

Application

3-Chloropyridine-2-carboxaldehyde serves as a versatile building block in medicinal chemistry, enabling direct incorporation of both chloropyridine and aldehyde functionalities into target molecules. Its aldehyde group facilitates nucleophilic addition, reductive amination, and condensation reactions, while the ortho-chloro substituent offers site-specific derivatization potential via palladium-catalyzed cross-coupling. The compound exhibits good bench stability and is compatible with standard purification protocols, making it a practical choice for constructing heterocyclic scaffolds and bioactive intermediates.

Synthesis

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      96042-30-7
    • Sodium sulfate anhydrous, United States Pharmacopeia (USP) Reference Standard|CS-0909798
      7757-82-6
    • ~%
    • In-stock
      3-Chloropyridine-2-carboxaldehyde|CS-W005646
      206181-90-0

    References

    • US2008/269271 A1, ;
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    References

    • Iqbal, Nadeem; Akula, Murthy R.; Vo, Dean; Matowe, Wandikayi C.; McEwen, Carol-Anne; Wolowyk, Michael W.; Knaus, Edward E. Journal of Medicinal Chemistry, 1998 , vol. 41, # 11 p. 1827 - 1837
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    References

    • Journal of Medicinal Chemistry, , vol. 41, # 11 p. 1827 - 1837

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   29.96
  • LogP   1.5475
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   1

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