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2-Bromo-7-chloroimidazo[1,2-a]pyridine

  • CAS No. 1260825-69-1

  • Cat. No. CS-0101630
  • Purity≥98%
  • MDL No.MFCD11976192

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

2-Bromo-7-chloroimidazo[1,2-a]pyridine|CS-0101630

Structure of 1260825-69-1

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General Information

  • CAS No. 1260825-69-1
  • Cat. No. CS-0101630
  • Purity ≥98%
  • MDL No. MFCD11976192
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₄BrClN₂
  • Molecular Weight 231.48
  • Synonym(s) 2-bromo-7-chloroH-imidazo[1,2-a]pyridine
  • SMILES ClC1=CC2=NC(Br)=CN2C=C1

Description

2-Bromo-7-chloroimidazo[1,2-a]pyridine features a fused heterocyclic core with complementary halogen substituents enabling selective cross-coupling reactions. The bromine at the 2-position and chlorine at the 7-position provide orthogonal reactivity for sequential functionalization. This scaffold delivers high stability under standard conditions and integrates readily into advanced pharmaceutical intermediates.

Application

2-Bromo-7-chloroimidazo[1,2-a]pyridine serves as a versatile building block in medicinal chemistry, enabling efficient construction of imidazo[1,2-a]pyridine-based scaffolds. Its complementary halogenation pattern facilitates palladium-catalyzed cross-coupling reactions, including Suzuki and Buchwald–Hartwig aminations, with excellent functional group tolerance and bench stability. The compound is particularly useful for late-stage diversification in the synthesis of kinase inhibitors and other bioactive heterocycles.

Safety Information

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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-P330-P362+P364-P405-P501

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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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