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CS-W001157 4
Total: USD 88.00

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

  • CAS No. 957187-27-8

  • Cat. No. CS-0041819
  • Purity≥98%
  • MDL No.MFCD12828062

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

8-Bromo-6-chloroimidazo[1,2-a]pyridine|CS-0041819

Structure of 957187-27-8

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General Information

  • CAS No. 957187-27-8
  • Cat. No. CS-0041819
  • Purity ≥98%
  • MDL No. MFCD12828062
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₄BrClN₂
  • Molecular Weight 231.48
  • Synonym(s) 8-bromo-6-chloroH-imidazo[1,2-a]pyridine
  • SMILES ClC1=CN2C(C(Br)=C1)=NC=C2

Description

8-Bromo-6-chloroimidazo[1,2-a]pyridine features a fused heterocyclic core with complementary halogen substituents enabling precise functionalization. This electron-deficient scaffold integrates readily into cross-coupling reactions and serves as a key building block for bioactive imidazopyridine derivatives in medicinal chemistry and materials science.

Application

8-Bromo-6-chloroimidazo[1,2-a]pyridine serves as a versatile building block for constructing substituted imidazopyridine scaffolds prevalent in medicinal chemistry. The molecule features orthogonal halogen handles—bromine at C8 and chlorine at C6—that enable sequential palladium-catalyzed cross-coupling reactions. Its stability under standard reaction conditions facilitates purification and integration into complex heterocyclic architectures, making it well-suited for the synthesis of kinase inhibitors and other bioactive compounds.

Synthesis

  • Route1
    • null|null
      107-20-0
    • In-stock
      3-Bromo-5-chloropyridin-2-amine|CS-W002707
      26163-03-1
    • ~89%
    • In-stock
      8-Bromo-6-chloroimidazo[1,2-a]pyridine|CS-0041819
      957187-27-8

    References

    • GENENTECH, INC.; Crawford, James John; Ortwine, Daniel Fred; Young, Wendy B. Patent: US2013/116262 A1, 2013 ; Location in patent: Paragraph 0195; 0196; 0197 ;

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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