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CS-W001157 4
Total: USD 88.00

7-(Benzyloxy)-4-chloro-6-methoxyquinoline

  • CAS No. 286371-49-1

  • Cat. No. CS-0050129
  • Purity≥97%
  • MDL No.MFCD12910463

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

7-(Benzyloxy)-4-chloro-6-methoxyquinoline|CS-0050129

Structure of 286371-49-1

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General Information

  • CAS No. 286371-49-1
  • Cat. No. CS-0050129
  • Purity ≥97%
  • MDL No. MFCD12910463
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₇H₁₄ClNO₂
  • Molecular Weight 299.75
  • Synonym(s) 7-Benzyloxy-4-chloro-6-methoxy-quinoline
  • SMILES COC1=C(OCC2=CC=CC=C2)C=C3N=CC=C(Cl)C3=C1

Description

7-(Benzyloxy)-4-chloro-6-methoxyquinoline features a benzyl ether at the 7-position and a chloro substituent at the 4-position, enhancing electron deficiency for targeted coupling reactions. The methoxy group at the 6-position improves solubility and stability under standard conditions, enabling efficient integration into complex heterocyclic architectures.

Application

7-(Benzyloxy)-4-chloro-6-methoxyquinoline serves as a versatile building block for medicinal chemistry and heterocyclic synthesis, enabling efficient functionalization at the C4 position via palladium-catalyzed cross-coupling. The benzyloxy group offers orthogonal protection and can be readily removed under mild conditions, while the methoxy and chloro substituents provide predictable reactivity in electrophilic substitution and transition-metal-mediated transformations. Its bench-stable nature and compatibility with standard synthetic workflows make it ideal for scaffold diversification in API development.

Synthesis

  • Route1
    • 6-Methoxy-7-(phenylmethoxy)-4(1H)-quinolinone|CS-0834510
      205448-29-9
    • ~97%
    • In-stock
      7-(Benzyloxy)-4-chloro-6-methoxyquinoline|CS-0050129
      286371-49-1

    References

    • WO2005/30140 A2, ; Page/Page column 199 ; WO 2005/030140 A2
  • Route2
    • null|null
      100-39-0
    • ~%
    • In-stock
      7-(Benzyloxy)-4-chloro-6-methoxyquinoline|CS-0050129
      286371-49-1

    References

    • WO2011/45084 A1, ; WO 2011/045084 A1
  • Route3

    References

    • WO2011/45084 A1, ; WO 2011/045084 A1

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

Quality Control

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Computational Chemistry Data

  • TPSA   31.35
  • LogP   4.4758
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   4

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