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CS-W001157 4
Total: USD 88.00

6-Bromoimidazo[1,2-a]pyridin-2-amine

  • CAS No. 947248-52-4

  • Cat. No. CS-0040344
  • Purity≥96%
  • MDL No.MFCD09864902

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

6-Bromoimidazo[1,2-a]pyridin-2-amine|CS-0040344

Structure of 947248-52-4

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General Information

  • CAS No. 947248-52-4
  • Cat. No. CS-0040344
  • Purity ≥96%
  • MDL No. MFCD09864902
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₆BrN₃
  • Molecular Weight 212.05
  • Synonym(s) 6-BROMO-IMIDAZO[1,2-A]PYRIDIN-2-AMINE
  • SMILES NC1=CN2C=C(Br)C=CC2=N1

Description

6-Bromoimidazo[1,2-a]pyridin-2-amine features a fused heterocyclic core with a bromine at the 6-position and an amine group at the 2-position. This combination enables direct functionalization in cross-coupling reactions and facilitates incorporation into bioactive scaffolds. The molecule exhibits stability under standard handling conditions and serves as a key intermediate in medicinal chemistry campaigns targeting kinase inhibitors and CNS-active compounds.

Application

6-Bromoimidazo[1,2-a]pyridin-2-amine serves as a versatile building block for constructing biologically relevant heterocyclic scaffolds. Its bromine substituent enables palladium-catalyzed cross-coupling reactions, while the imidazopyridine core provides structural rigidity and favorable pharmacophoric properties. The compound exhibits good bench stability and facilitates efficient functionalization in medicinal chemistry campaigns.

Synthesis

  • Route1
    • N-(6-Bromoimidazo[1,2-a]pyridin-2-yl)-2,2,2-trifluoroacetamide|CS-W022902
      504413-35-8
    • ~76%
    • In-stock
      6-Bromoimidazo[1,2-a]pyridin-2-amine|CS-0040344
      947248-52-4

    References

    • MERCK SERONO S.A.; SWINNEN, Dominique; JORAND-LEBRUN, Catherine; GRIPPI-VALLOTTON, Tania; GERBER, Patrick; GONZALEZ, Jerome; SHAW, Jeffrey; JEYAPRAKASHNARAYANAN, Seenisamy Patent: WO2010/100144 A1, 2010 ; Location in patent: Page/Page column 105 ; WO 2010/100144 A1

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   43.32
  • LogP   1.679
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   0

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