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CS-W001157 4
Total: USD 88.00

6-Bromo-1-chloro-isoquinoline

  • CAS No. 205055-63-6

  • Cat. No. CS-W019620
  • Purity≥95%
  • MDL No.MFCD06738661

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

6-Bromo-1-chloro-isoquinoline|CS-W019620

Structure of 205055-63-6

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General Information

  • CAS No. 205055-63-6
  • Cat. No. CS-W019620
  • Purity ≥95%
  • MDL No. MFCD06738661
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₅BrClN
  • Molecular Weight 242.50
  • Synonym(s) 6-Bromo-1-chloroisoquinoline
  • SMILES ClC1=NC=CC2=C1C=CC(Br)=C2

Description

6-Bromo-1-chloro-isoquinoline features a fused bicyclic core with complementary halogen substituents at positions 6 and 1, enabling selective cross-coupling reactions. The electron-deficient isoquinoline scaffold supports efficient palladium-catalyzed transformations, while the bromine and chlorine atoms offer orthogonal reactivity for sequential functionalization. This compound serves as a key intermediate in the synthesis of bioactive heterocycles and advanced pharmaceutical building blocks.

Application

6-Bromo-1-chloro-isoquinoline serves as a versatile building block for transition-metal-catalyzed cross-coupling reactions, enabling efficient construction of biaryl and heteroaryl scaffolds. The orthogonal reactivity of the bromo and chloro substituents allows sequential functionalization under selective catalytic conditions. Its stability under standard reaction protocols and compatibility with diverse coupling partners make it a practical choice for medicinal chemistry and materials synthesis workflows.

Synthesis

  • Route1
    • null|null
      223671-16-7
    • ~66%
    • In-stock
      6-Bromo-1-chloro-isoquinoline|CS-W019620
      205055-63-6

    References

    • WO2013/185353 A1, ; Page/Page column 27 ;
  • Route2

    References

    • Bioorganic and Medicinal Chemistry Letters, , vol. 16, # 12 p. 3150 - 3155
  • Route3

    References

    • US2003/187026 A1, ; US 20030187026 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

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Computational Chemistry Data

  • TPSA   12.89
  • LogP   3.6507
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   0

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