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2,3-Dibromo-5,6,7,8-tetrahydroimidazo[1,2-a]pyridine

  • CAS No. 156817-73-1

  • Cat. No. CS-0145158
  • Purity≥96%
  • MDL No.MFCD27922699

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

2,3-Dibromo-5,6,7,8-tetrahydroimidazo[1,2-a]pyridine|CS-0145158

Structure of 156817-73-1

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General Information

  • CAS No. 156817-73-1
  • Cat. No. CS-0145158
  • Purity ≥96%
  • MDL No. MFCD27922699
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₈Br₂N₂
  • Molecular Weight 279.96
  • Synonym(s) 2,3-dibromo-5H,6H,7H,8H-imidazo[1,2-a]pyridine
  • SMILES BrC1=C(Br)N=C2CCCCN21

Description

This dibromo-imidazopyridine derivative features a saturated pyridine core with bromine atoms at the 2 and 3 positions, enabling direct functionalization in cross-coupling reactions. The tetrahydro structure enhances solubility and stability under standard conditions, while the imidazole nitrogen facilitates coordination in catalytic systems.

Application

2,3-Dibromo-5,6,7,8-tetrahydroimidazo[1,2-a]pyridine serves as a versatile building block for the synthesis of nitrogen-containing heterocycles, enabling efficient access to imidazo[1,2-a]pyridine scaffolds through palladium-catalyzed cross-coupling reactions. Its dibromo substitution pattern facilitates sequential functionalization, while the tetrahydro core offers enhanced stability and compatibility with standard synthetic workflows. The compound is bench-stable, readily purified by chromatography, and exhibits broad functional group tolerance, making it well-suited for medicinal chemistry and process development applications.

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-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

  • TPSA   17.82
  • LogP   2.7444
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   0

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