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CS-W001157 4
Total: USD 88.00

2,4-Dichloro-6-iodoquinazoline

  • CAS No. 74173-76-5

  • Cat. No. CS-0053725
  • Purity≥97%
  • MDL No.MFCD08543451

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

2,4-Dichloro-6-iodoquinazoline|CS-0053725

Structure of 74173-76-5

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General Information

  • CAS No. 74173-76-5
  • Cat. No. CS-0053725
  • Purity ≥97%
  • MDL No. MFCD08543451
  • Storage 4°C, sealed storage, away from moisture and light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₃Cl₂IN₂
  • Molecular Weight 324.93
  • Synonym(s) Quinazoline,2,4-dichloro-6-iodo
  • SMILES ClC1=NC2=C(C=C(I)C=C2)C(Cl)=N1

Description

2,4-Dichloro-6-iodoquinazoline features a halogenated quinazoline core with complementary reactivity at the 6-position. This electron-deficient scaffold enables direct coupling in palladium-catalyzed cross-coupling reactions, delivering functionalized quinazolines under mild conditions. The molecule exhibits bench-stable handling and compatibility with diverse reaction environments.

Application

2,4-Dichloro-6-iodoquinazoline serves as a versatile building block for the synthesis of quinazoline-based pharmaceutical intermediates. The molecule enables palladium-catalyzed cross-coupling reactions due to its iodine functionality, while the dichloro substituents offer sites for selective nucleophilic substitution. Its bench-stable nature and compatibility with standard reaction conditions facilitate efficient access to diverse heterocyclic scaffolds in medicinal chemistry workflows.

Synthesis

  • Route1

    References

    • Venuti, Michael C.; Stephenson, Robert A.; Alvarez, Robert; Bruno, John J.; Strosberg, Arthur M. Journal of Medicinal Chemistry, 1988 , vol. 31, # 11 p. 2136 - 2145
  • Route2
    • null|null
      685866-85-7
    • ~89%
    • In-stock
      2,4-Dichloro-6-iodoquinazoline|CS-0053725
      74173-76-5

    References

    • VERTEX PHARMACEUTICALS INCORPORATED Patent: WO2004/37814 A1, 2004 ; Location in patent: Page 183-184 ; WO 2004/037814 A1
  • Route3
    • In-stock
      2-Amino-5-iodobenzonitrile|CS-0130296
      132131-24-9
    • null|null
      503-38-8
    • ~45%
    • In-stock
      2,4-Dichloro-6-iodoquinazoline|CS-0053725
      74173-76-5

    References

    • Lee, Jae Hak; Lee, Byoung Se; Shin, Hyunik; Nam, Do Hyun; Chi, Dae Yoon Synlett, 2006 , # 1 art. no. U27905ST, p. 65 - 68

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   25.78
  • LogP   3.5412
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   0

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