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CS-W001157 4
Total: USD 88.00

2,4-Dichloro-6,7-dimethoxyquinoline

  • CAS No. 72407-17-1

  • Cat. No. CS-0052159
  • Purity≥98%
  • MDL No.None

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

2,4-Dichloro-6,7-dimethoxyquinoline|CS-0052159

Structure of 72407-17-1

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General Information

  • CAS No. 72407-17-1
  • Cat. No. CS-0052159
  • Purity ≥98%
  • MDL No. None
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₉Cl₂NO₂
  • Molecular Weight 258.10
  • Synonym(s) 2,4-dichloro-6,7-dimethoxy-quinoline
  • SMILES COC1=C(OC)C=C2C(Cl)=CC(Cl)=NC2=C1

Description

2,4-Dichloro-6,7-dimethoxyquinoline features a sterically hindered quinoline core with electron-donating methoxy groups flanking a chlorine-substituted heterocyclic scaffold. This configuration enhances stability and enables selective coupling in transition-metal-catalyzed transformations. The molecule integrates readily into advanced synthetic intermediates for pharmaceutical and agrochemical development under standard conditions.

Application

2,4-Dichloro-6,7-dimethoxyquinoline serves as a versatile building block in medicinal chemistry, enabling efficient construction of quinoline-based scaffolds through palladium-catalyzed cross-coupling reactions. The dichloro substitution pattern facilitates sequential functionalization, while the dimethoxy groups provide enhanced solubility and stability under standard reaction conditions. Its bench-stable nature and compatibility with diverse coupling partners make it ideal for modular synthesis of bioactive molecules and pharmaceutical intermediates.

Synthesis

  • Route1
    • null|null
      141-82-2
    • In-stock
      Aniline, 3,4-dimethoxy- 7CI,8CI|CS-W019949
      6315-89-5
    • ~%
    • In-stock
      2,4-Dichloro-6,7-dimethoxyquinoline|CS-0052159
      72407-17-1

    References

    • SYNTA PHARMACEUTICALS, CORP. Patent: WO2005/46698 A1, 2005 ; Location in patent: Page/Page column 93; 94 ;
  • Route2
    • 4-Hydroxy-6,7-dimethoxyquinolin-2(1h)-one|CS-0664901
      412335-39-8
    • ~82%
    • In-stock
      2,4-Dichloro-6,7-dimethoxyquinoline|CS-0052159
      72407-17-1

    References

    • Ahvale, Appasaheb B.; Prokopcova, Hana; Sefcovicova, Jana; Steinschifter, Waltraud; Taeubl, Anna E.; Uray, Georg; Stadlbauer, Wolfgang European Journal of Organic Chemistry, 2008 , # 3 p. 563 - 571

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

Quality Control

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Computational Chemistry Data

  • TPSA   31.35
  • LogP   3.5588
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   2

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