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CS-W001157 4
Total: USD 88.00

4-Bromo-1-chloroisoquinoline

  • CAS No. 66728-98-1

  • Cat. No. CS-D1629
  • Purity≥95%
  • MDL No.MFCD00234469

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

4-Bromo-1-chloroisoquinoline|CS-D1629

Structure of 66728-98-1

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General Information

  • CAS No. 66728-98-1
  • Cat. No. CS-D1629
  • Purity ≥95%
  • MDL No. MFCD00234469
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₅BrClN
  • Molecular Weight None
  • Synonym(s) 1-Chloro-4-bromoisoquinoline; 4-Brom-1-chlorisochinolin
  • SMILES ClC1=NC=C(Br)C2=C1C=CC=C2

Description

4-Bromo-1-chloroisoquinoline is a halogenated isoquinoline scaffold featuring complementary reactive sites for cross-coupling and functionalization. The electron-deficient ring system enables efficient palladium-catalyzed transformations, while the strategic placement of bromo and chloro groups allows sequential derivatization. This compound serves as a key intermediate in medicinal chemistry and materials science, offering predictable reactivity profiles under standard conditions.

Application

4-Bromo-1-chloroisoquinoline serves as a versatile building block for transition-metal-catalyzed cross-coupling reactions, enabling the efficient construction of complex isoquinoline scaffolds. The orthogonal reactivity of bromo and chloro substituents facilitates sequential functionalization, while the molecule exhibits excellent bench stability and compatibility with standard purification methods. This compound functions as a key intermediate in the synthesis of biologically active heterocycles and pharmaceutical candidates.

Synthesis

  • Route1
    • null|null
      3749-21-1
    • ~70%
    • In-stock
      4-Bromo-1-chloroisoquinoline|CS-D1629
      66728-98-1

    References

    • NOVARTIS AG; NOVARTIS PHARMA GMBH Patent: WO2005/28444 A1, 2005 ; Location in patent: Page/Page column 51 ; WO 2005/028444 A1
  • Route2

    References

    • Journal of the American Chemical Society, , vol. 68, p. 1436
  • Route3

    References

    • Synthetic Communications, , vol. 37, # 23 p. 4199 - 4208

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

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