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CS-W001157 4
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6-Bromoimidazo[1,2-a]pyridine-2-carboxylic acid

  • CAS No. 749849-14-7

  • Cat. No. CS-W022470
  • Purity≥98%
  • MDL No.MFCD04116918

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

6-Bromoimidazo[1,2-a]pyridine-2-carboxylic acid|CS-W022470

Structure of 749849-14-7

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General Information

  • CAS No. 749849-14-7
  • Cat. No. CS-W022470
  • Purity ≥98%
  • MDL No. MFCD04116918
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₅BrN₂O₂
  • Molecular Weight 241.04
  • Synonym(s) 6-bromo-2-imidazo[1,2-a]pyridinecarboxylic acid
  • SMILES C1=C(N=C2[N]1C=C(Br)C=C2)C(=O)O

Description

6-Bromoimidazo[1,2-a]pyridine-2-carboxylic acid features a fused heterocyclic core with a bromine substituent at the 6-position and a carboxylic acid group at the 2-position. This combination enables direct coupling reactions and facilitates incorporation into bioactive scaffolds. The molecule exhibits enhanced solubility and stability under standard bench conditions, making it well-suited for synthetic applications in medicinal chemistry and materials science.

Application

6-Bromoimidazo[1,2-a]pyridine-2-carboxylic acid serves as a versatile building block for the synthesis of biologically active heterocycles. Its bromo and carboxylic acid functionalities enable direct coupling reactions, including Suzuki-Miyaura and amide formation, with high functional group tolerance. The molecule exhibits excellent bench stability and facilitates straightforward purification, making it well-suited for iterative medicinal chemistry campaigns and API scaffold development.

Synthesis

  • Route1

    References

    • Warshakoon, Namal C.; Wu, Shengde; Boyer, Angelique; Kawamoto, Richard; Sheville, Justin; Renock, Sean; Xu, Kevin; Pokross, Matthew; Evdokimov, Artem G.; Walter, Richard; Mekel, Marlene Bioorganic and Medicinal Chemistry Letters, 2006 , vol. 16, # 21 p. 5598 - 5601
  • Route2

    References

    • Bioorganic and Medicinal Chemistry Letters, , vol. 16, # 21 p. 5598 - 5601

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   54.6
  • LogP   1.795
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   1

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