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CS-W001157 4
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4-Chloroisoquinoline

  • CAS No. 1532-91-8

  • Cat. No. CS-W019128
  • Purity≥96%
  • MDL No.MFCD00234490

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

4-Chloroisoquinoline|CS-W019128

Structure of 1532-91-8

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General Information

  • CAS No. 1532-91-8
  • Cat. No. CS-W019128
  • Purity ≥96%
  • MDL No. MFCD00234490
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₆ClN
  • Molecular Weight 163.60
  • Synonym(s) 4-Chlorisochinolin
  • SMILES ClC1=CN=CC2=CC=CC=C12

Description

4-Chloroisoquinoline is a bench-stable heterocyclic scaffold featuring a chlorine substituent at the 4-position, enhancing electrophilicity for directed functionalization. This electron-deficient core integrates readily into pharmaceutical intermediates and materials chemistry, enabling efficient coupling reactions under standard conditions.

Application

4-Chloroisoquinoline serves as a versatile building block in medicinal chemistry and heterocyclic synthesis, enabling palladium-catalyzed cross-coupling reactions such as Suzuki, Stille, and Negishi couplings. Its electrophilic chlorine atom facilitates efficient functionalization at the C4 position while maintaining stability under standard reaction conditions. The scaffold is compatible with diverse protecting groups and supports modular assembly of complex isoquinoline-based architectures relevant to pharmaceutical development.

Synthesis

  • Route1

    References

    • US2005/20623 A1, ; Page 104 ;
  • Route2

    References

    • Journal of the American Chemical Society, , vol. 80, p. 3443,3448
  • Route3
    • null|null
      108231-23-8
    • ~86%
    • In-stock
      4-Chloroisoquinoline|CS-W019128
      1532-91-8

    References

    • Urbanski, Jerzy; Wrobel, Leszek Bulletin of the Polish Academy of Sciences, Chemistry, 1988 , vol. 36, # 9-12 p. 417 - 424

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-H319
Precautionary Statements : P305+P351+P338

Quality Control

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Computational Chemistry Data

  • TPSA   12.89
  • LogP   2.8882
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   0

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