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CS-W001157 4
Total: USD 88.00

3-Bromoimidazo[1,2-a]pyridine

  • CAS No. 4926-47-0

  • Cat. No. CS-M1377
  • Purity≥96%
  • MDL No.MFCD00014556

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

3-Bromoimidazo[1,2-a]pyridine|CS-M1377

Structure of 4926-47-0

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General Information

  • CAS No. 4926-47-0
  • Cat. No. CS-M1377
  • Purity ≥96%
  • MDL No. MFCD00014556
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₅BrN₂
  • Molecular Weight 197.03
  • Synonym(s) 3-Bromopyrimidazole
  • SMILES BrC1=CN=C2N1C=CC=C2

Description

3-Bromoimidazo[1,2-a]pyridine is a heterocyclic building block featuring a bromine substituent at the 3-position, enabling direct functionalization in cross-coupling reactions. The imidazo[1,2-a]pyridine core provides a rigid, electron-deficient scaffold ideal for pharmaceutical and agrochemical synthesis. This compound demonstrates excellent stability under standard conditions and facilitates efficient access to complex nitrogen-containing architectures.

Application

3-Bromoimidazo[1,2-a]pyridine serves as a versatile building block for the synthesis of bioactive heterocycles, enabling palladium-catalyzed cross-coupling reactions with broad functional group tolerance. Its bromine substituent facilitates efficient derivatization in standard Suzuki, Stille, and Negishi protocols, while the imidazo[1,2-a]pyridine core provides a rigid, planar scaffold relevant to pharmaceutical development. The compound exhibits excellent bench stability and ease of purification, making it well-suited for iterative synthesis workflows in medicinal chemistry and process R&D.

Synthesis

  • Route1

    References

    • Buckley, George M.; Ceska, Thomas A.; Fraser, Joanne L.; Gowers, Lewis; Groom, Colin R.; Higueruelo, Alicia Perez; Jenkins, Kerry; Mack, Stephen R.; Morgan, Trevor; Parry, David M.; Pitt, William R.; Rausch, Oliver; Richard, Marianna D.; Sabin, Verity Bioorganic and Medicinal Chemistry Letters, 2008 , vol. 18, # 11 p. 3291 - 3295

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

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Computational Chemistry Data

  • TPSA   17.3
  • LogP   2.0968
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   0

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