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CS-W001157 4
Total: USD 88.00

6-Bromoimidazo[1,2-a]pyridine

  • CAS No. 6188-23-4

  • Cat. No. CS-W003293
  • Purity≥95%
  • MDL No.MFCD06496200

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

6-Bromoimidazo[1,2-a]pyridine|CS-W003293

Structure of 6188-23-4

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General Information

  • CAS No. 6188-23-4
  • Cat. No. CS-W003293
  • Purity ≥95%
  • MDL No. MFCD06496200
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₅BrN₂
  • Molecular Weight 197.03
  • Synonym(s) T56 AN DNJ HE [WLN]
  • SMILES Brc1ccc2n(c1)ccn2

Description

6-Bromoimidazo[1,2-a]pyridine is a heterocyclic building block featuring a brominated imidazopyridine core. This electron-deficient scaffold enables direct functionalization in cross-coupling reactions and serves as a key motif in medicinal chemistry for kinase inhibitors and bioactive compounds. The bromine atom facilitates palladium-catalyzed transformations under standard conditions.

Application

6-Bromoimidazo[1,2-a]pyridine serves as a versatile building block for medicinal chemistry and heterocyclic synthesis, enabling palladium-catalyzed cross-coupling reactions with high efficiency. Its bromine substituent provides reliable functionalization at the C6 position, while the imidazo[1,2-a]pyridine core offers enhanced stability and favorable electronic properties. The compound functions effectively in Suzuki, Stille, and Negishi couplings, facilitating rapid access to complex polycyclic scaffolds relevant to drug discovery.

Synthesis

  • Route1
    • null|null
      107-20-0
    • In-stock
      2-Amino-5-bromopyridine|CS-D1666
      1072-97-5
    • ~99%
    • In-stock
      6-Bromoimidazo[1,2-a]pyridine|CS-W003293
      6188-23-4

    References

    • Calitor Sciences, LLC; Xi, Ning Patent: US2014/134133 A1, 2014 ; Location in patent: Paragraph 0399 ;
  • Route2
    • In-stock
      2-Amino-5-bromopyridine|CS-D1666
      1072-97-5
    • null|null
      97-97-2
    • ~%
    • In-stock
      6-Bromoimidazo[1,2-a]pyridine|CS-W003293
      6188-23-4

    References

    • US4096264 A1, ;
  • Route3
    • null|null
      107-20-0
    • In-stock
      6-Bromopyridin-3-amine|CS-W017565
      13534-97-9
    • ~%
    • In-stock
      6-Bromoimidazo[1,2-a]pyridine|CS-W003293
      6188-23-4

    References

    • WO2009/50183 A2, ; Page/Page column 119 ;

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

Quality Control

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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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