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CS-W001157 4
Total: USD 88.00

2-Chloro-8-methylquinoline-3-carboxaldehyde

  • CAS No. 73568-26-0

  • Cat. No. CS-0021510
  • Purity≥97%
  • MDL No.MFCD02227041

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

2-Chloro-8-methylquinoline-3-carboxaldehyde|CS-0021510

Structure of 73568-26-0

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General Information

  • CAS No. 73568-26-0
  • Cat. No. CS-0021510
  • Purity ≥97%
  • MDL No. MFCD02227041
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₈ClNO
  • Molecular Weight 205.64
  • Synonym(s) 2-Chloro-3-formyl-8-methylquinoline; 2-Chloro-8-methyl-3-quinolinecarbaldehyde; 2-Chloro-8-methylquinoline-3-carbaldehyde
  • SMILES O=CC1=CC2=CC=CC(C)=C2N=C1Cl

Description

2-Chloro-8-methylquinoline-3-carboxaldehyde features a quinoline core with strategically positioned electron-withdrawing chlorine and methyl groups, enhancing its reactivity in cross-coupling and cyclization reactions. The aldehyde functionality enables direct integration into complex heterocycles, offering high stability under standard conditions and facilitating efficient derivatization in synthetic pathways.

Application

2-Chloro-8-methylquinoline-3-carboxaldehyde serves as a versatile building block in medicinal chemistry, enabling efficient access to quinoline-based scaffolds through standard coupling reactions. Its aldehyde functionality facilitates nucleophilic additions and condensation processes, while the chloro and methyl groups offer orthogonal sites for further functionalization. The compound exhibits good bench stability and is compatible with common purification methods, making it suitable for iterative synthesis workflows in API development.

Synthesis

  • Route1
    • In-stock
      N-(o-Tolyl)acetamide|CS-0152950
      120-66-1
    • null|null
      68-12-2
    • ~77%
    • In-stock
      2-Chloro-8-methylquinoline-3-carboxaldehyde|CS-0021510
      73568-26-0

    References

    • Pramod; Jayakumar Swamy; Nagendra Rao; Shivkumar Indian Journal of Heterocyclic Chemistry, 2011 , vol. 21, # 1 p. 61 - 64
  • Route2
    • null|null
      95-53-4
    • ~%
    • In-stock
      2-Chloro-8-methylquinoline-3-carboxaldehyde|CS-0021510
      73568-26-0

    References

    • Heterocyclic Communications, , vol. 17, # 3-4 p. 111 - 119
  • Route3
    • In-stock
      N-(o-Tolyl)acetamide|CS-0152950
      120-66-1
    • null|null
      68-12-2
    • ~64%
    • In-stock
      2-Chloro-8-methylquinoline-3-carboxaldehyde|CS-0021510
      73568-26-0
    • null|null
      10278-71-4
    • null|null
      78708-01-7

    References

    • Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), , p. 1520 - 1530

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H315-H319-H335
Precautionary Statements : P233-P261-P264-P271-P280-P302+P352-P304+P340-P362-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   29.96
  • LogP   3.00912
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   1

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