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CS-W001157 4
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4-Chloroquinoline-3-carbaldehyde

  • CAS No. 201420-30-6

  • Cat. No. CS-0102797
  • Purity≥96%
  • MDL No.MFCD03787717

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

4-Chloroquinoline-3-carbaldehyde|CS-0102797

Structure of 201420-30-6

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General Information

  • CAS No. 201420-30-6
  • Cat. No. CS-0102797
  • Purity ≥96%
  • MDL No. MFCD03787717
  • Storage -20°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₆ClNO
  • Molecular Weight None
  • Synonym(s) 4-Chloro-3-quinolinecarboxaldehyde
  • SMILES O=CC1=C(Cl)C2=CC=CC=C2N=C1

Description

4-Chloroquinoline-3-carbaldehyde features a chlorinated quinoline core with an aldehyde handle at the 3-position, enabling direct integration into heterocyclic synthesis. The electron-deficient carbonyl group facilitates nucleophilic additions and condensation reactions under standard conditions. This bench-stable scaffold serves as a key building block for bioactive molecules and functional materials.

Application

4-Chloroquinoline-3-carbaldehyde serves as a versatile building block in medicinal chemistry and heterocyclic synthesis, enabling efficient access to quinoline-based scaffolds. Its aldehyde functionality facilitates nucleophilic additions, reductive aminations, and condensation reactions, while the chloro substituent offers orthogonal reactivity for subsequent functionalization. The compound exhibits good bench stability and compatibility with standard purification methods, making it well-suited for iterative synthetic workflows in API development and library synthesis.

Synthesis

  • Route1
    • 2'-Aminoacetophenone Linagliptin Impurity|CS-0229112
      551-93-9
    • null|null
      68-12-2
    • ~48%
    • In-stock
      4-Chloroquinoline-3-carbaldehyde|CS-0102797
      201420-30-6

    References

    • Seixas, Raquel S.G.R.; Silva, Artur M.S.; Alkorta, Ibon; Elguero, Jose Monatshefte fur Chemie, 2011 , vol. 142, # 7 p. 731 - 742
  • Route2
    • 2'-Aminoacetophenone Linagliptin Impurity|CS-0229112
      551-93-9
    • ~38%
    • In-stock
      4-Chloroquinoline-3-carbaldehyde|CS-0102797
      201420-30-6

    References

    • Gaywood, Alexander P.; McNab, Hamish Organic and Biomolecular Chemistry, 2010 , vol. 8, # 22 p. 5166 - 5173
  • Route3

    References

    • Amaresh; Perumal Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1997 , vol. 36, # 7 p. 541 - 544

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   29.96
  • LogP   2.7007
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   1

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