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CS-W001157 4
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6-Iodoisoquinoline

  • CAS No. 75476-84-5

  • Cat. No. CS-0187221
  • Purity≥98%
  • MDL No.None

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

6-Iodoisoquinoline|CS-0187221

Structure of 75476-84-5

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General Information

  • CAS No. 75476-84-5
  • Cat. No. CS-0187221
  • Purity ≥98%
  • MDL No. None
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₆IN
  • Molecular Weight 255.06
  • Synonym(s) Isoquinoline, 6-iodo- (9CI)
  • SMILES C1=C2C=NC=CC2=CC(=C1)I

Description

6-Iodoisoquinoline is a halogenated heterocycle featuring a reactive iodine substituent at the 6-position, enabling direct cross-coupling transformations. This bench-stable scaffold integrates readily into complex molecular architectures, serving as a key building block in medicinal chemistry and materials science applications.

Application

6-Iodoisoquinoline serves as a versatile building block in transition-metal-catalyzed cross-coupling reactions, enabling efficient construction of biaryl and heteroaryl architectures. Its iodine substituent exhibits high reactivity in palladium- and nickel-catalyzed couplings, facilitating the synthesis of complex pharmaceutical intermediates and functional materials. The molecule demonstrates excellent bench stability and compatibility with diverse functional groups, supporting straightforward purification and integration into multi-step synthetic sequences.

Synthesis

  • Route1

    References

    • ELI LILLY AND COMPANY Patent: WO2004/50659 A1, 2004 ; Location in patent: Page 92-93 ; WO 2004/050659 A1
  • Route2

    References

    • Miller, R. Bryan; Frincke, James M. Journal of Organic Chemistry, 1980 , vol. 45, # 26 p. 5312 - 5315
  • Route3
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    • In-stock
      6-Iodoisoquinoline|CS-0187221
      75476-84-5

    References

    • Miller, R. Bryan; Frincke, James M. Journal of Organic Chemistry, 1980 , vol. 45, # 26 p. 5312 - 5315

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05,GHS06
Signal Word : Danger
UN#: 2811
Class : 6.1
Packing Group : Ⅲ
Hazard Statements : H301-H315-H318-H335-H413
Precautionary Statements : P264-P270-P330-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   12.89
  • LogP   2.8394
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   0

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