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CS-W001157 4
Total: USD 88.00

6-Iodoimidazo[1,2-a]pyridine

  • CAS No. 426825-75-4

  • Cat. No. CS-0035859
  • Purity≥97%
  • MDL No.None

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

6-Iodoimidazo[1,2-a]pyridine|CS-0035859

Structure of 426825-75-4

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General Information

  • CAS No. 426825-75-4
  • Cat. No. CS-0035859
  • Purity ≥97%
  • MDL No. None
  • Storage RT, protect from light, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₅IN₂
  • Molecular Weight 244.03
  • Synonym(s) None
  • SMILES C1=CC2=NC=CN2C=C1I

Description

6-Iodoimidazo[1,2-a]pyridine is a bench-stable heterocyclic scaffold featuring a reactive iodine handle at the 6-position. This electron-deficient imidazopyridine integrates readily into cross-coupling reactions, enabling efficient access to functionalized analogs for medicinal chemistry and materials science applications.

Application

6-Iodoimidazo[1,2-a]pyridine serves as a versatile building block in medicinal chemistry, enabling palladium-catalyzed cross-coupling reactions to construct biologically relevant heterocyclic scaffolds. The iodine substituent provides high reactivity in Suzuki, Stille, and Negishi couplings, while the imidazo[1,2-a]pyridine core offers favorable metabolic stability and tunable electronic properties. Its bench-stable solid form facilitates handling and purification in multi-step syntheses.

Synthesis

  • Route1
    • null|null
      107-20-0
    • In-stock
      5-Iodopyridin-2-amine|CS-W013150
      20511-12-0
    • ~64%
    • In-stock
      6-Iodoimidazo[1,2-a]pyridine|CS-0035859
      426825-75-4

    References

    • ELI LILLY AND COMPANY Patent: WO2004/50659 A1, 2004 ; Location in patent: Page 64 ; WO 2004/050659 A1
  • Route2
    • null|null
      107-20-0
    • In-stock
      6-Iodopyridin-2-amine|CS-0029508
      88511-25-5
    • ~54%
    • In-stock
      6-Iodoimidazo[1,2-a]pyridine|CS-0035859
      426825-75-4

    References

    • Enguehard, Cecile; Hervet, Maud; Thery, Isabelle; Renou, Jean-Louis; Fauvelle, Florence; Gueiffier, Alain Helvetica Chimica Acta, 2001 , vol. 84, # 12 p. 3610 - 3615

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   17.3
  • LogP   1.9389
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   0

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