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CS-W001157 4
Total: USD 88.00

6-Bromo-2-chloroimidazo[1,2-a]pyridine

  • CAS No. 851916-84-2

  • Cat. No. CS-0099657
  • Purity≥97%
  • MDL No.MFCD11976188

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

6-Bromo-2-chloroimidazo[1,2-a]pyridine|CS-0099657

Structure of 851916-84-2

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General Information

  • CAS No. 851916-84-2
  • Cat. No. CS-0099657
  • Purity ≥97%
  • MDL No. MFCD11976188
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₄BrClN₂
  • Molecular Weight 231.48
  • Synonym(s) None
  • SMILES ClC1=CN2C=C(Br)C=CC2=N1

Description

6-Bromo-2-chloroimidazo[1,2-a]pyridine features a fused heterocyclic core with complementary halogen substituents at the 6- and 2-positions, enabling selective cross-coupling reactions. The electron-deficient imidazopyridine scaffold supports efficient palladium-catalyzed transformations, while the bromo and chloro groups offer orthogonal reactivity for sequential functionalization in complex molecule assembly.

Application

6-Bromo-2-chloroimidazo[1,2-a]pyridine serves as a versatile building block for constructing biologically relevant heterocyclic scaffolds. Its orthogonal halogenation pattern enables sequential cross-coupling reactions, facilitating the synthesis of complex imidazopyridine derivatives. The compound exhibits excellent bench stability and compatibility with palladium-catalyzed coupling protocols, simplifying purification and scale-up in medicinal chemistry campaigns.

Synthesis

  • Route1
    • null|null
      1256037-96-3
    • ~61%
    • In-stock
      6-Bromo-2-chloroimidazo[1,2-a]pyridine|CS-0099657
      851916-84-2

    References

    • Hua, Zihao; Huang, Xin; Bregman, Howard; Chakka, Nagasree; Dimauro, Erin F.; Doherty, Elizabeth M.; Goldstein, Jon; Gunaydin, Hakan; Huang, Hongbing; Mercede, Stephanie; Newcomb, John; Patel, Vinod F.; Turci, Susan M.; Yan, Jie; Wilson, Cindy; Martin, Matthew W. Bioorganic and Medicinal Chemistry Letters, 2012 , vol. 22, # 17 p. 5392 - 5395
  • Route2
    • null|null
      886436-47-1
    • ~%
    • In-stock
      6-Bromo-2-chloroimidazo[1,2-a]pyridine|CS-0099657
      851916-84-2

    References

    • SANOFI-AVENTIS Patent: US2011/65727 A1, 2011 ; Location in patent: Page/Page column 12 ;
  • Route3

    References

    • SANOFI-AVENTIS Patent: US2011/65727 A1, 2011 ;

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   2.7502
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   0

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