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1,6-Dichloro-isoquinoline

  • CAS No. 630421-73-7

  • Cat. No. CS-0005445
  • Purity≥96%
  • MDL No.MFCD06738660

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

1,6-Dichloro-isoquinoline|CS-0005445

Structure of 630421-73-7

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General Information

  • CAS No. 630421-73-7
  • Cat. No. CS-0005445
  • Purity ≥96%
  • MDL No. MFCD06738660
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₅Cl₂N
  • Molecular Weight 198.05
  • Synonym(s) 1,6-Dichloroisoquinoline
  • SMILES ClC1=NC=CC2=C1C=CC(Cl)=C2

Description

1,6-Dichloro-isoquinoline features two chlorine atoms positioned at the 1- and 6-locations of the isoquinoline core, conferring enhanced electrophilicity and stability. This electron-deficient scaffold integrates readily into cross-coupling reactions, enabling efficient construction of complex heterocyclic architectures in medicinal chemistry and materials science applications.

Application

1,6-Dichloro-isoquinoline serves as a versatile building block in synthetic organic chemistry, enabling palladium-catalyzed cross-coupling reactions at both chlorine sites. Its stability under standard reaction conditions and orthogonal reactivity facilitate sequential functionalization for the construction of complex isoquinoline-based scaffolds. The molecule functions effectively in late-stage diversification efforts within medicinal chemistry and materials science applications.

Synthesis

  • Route1

    References

    • WO2006/71958 A1, ; Page/Page column 133 ; WO 2006/071958 A1
  • Route2
    • In-stock
      6-Hydroxyisoquinolin-1(2H)-one|CS-0043884
      252061-78-2
    • null|null
      10025-87-3
    • ~%
    • In-stock
      1,6-Dichloro-isoquinoline|CS-0005445
      630421-73-7

    References

    • Chemische Berichte, , vol. 37, p. 1976

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   3.5416
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   0

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