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CS-W001157 4
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6-Bromoimidazo[1,2-a]pyrazine

  • CAS No. 912773-24-1

  • Cat. No. CS-W005981
  • Purity≥98%
  • MDL No.MFCD09750036

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

6-Bromoimidazo[1,2-a]pyrazine|CS-W005981

Structure of 912773-24-1

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General Information

  • CAS No. 912773-24-1
  • Cat. No. CS-W005981
  • Purity ≥98%
  • MDL No. MFCD09750036
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₄BrN₃
  • Molecular Weight 198.02
  • Synonym(s) 2-Bromopyrazino [4,5-a] pyrole
  • SMILES BrC2=C[N]1C(=NC=C1)C=N2

Description

6-Bromoimidazo[1,2-a]pyrazine is a heterocyclic building block featuring a brominated imidazo[1,2-a]pyrazine core. This electron-deficient scaffold integrates readily into C–C and C–heteroatom coupling reactions, enabling efficient access to complex polycyclic architectures in medicinal chemistry and materials science. The bromine substituent provides a site for selective functionalization under palladium-catalyzed conditions.

Synthesis

  • Route1

    References

    • Zheng, Xiaozhang; Bauer, Paul; Baumeister, Timm; Buckmelter, Alexandre J.; Caligiuri, Maureen; Clodfelter, Karl H.; Han, Bingsong; Ho, Yen-Ching; Kley, Nikolai; Lin, Jian; Reynolds, Dominic J.; Sharma, Geeta; Smith, Chase C.; Wang, Zhongguo; Dragovich, Peter S.; Gunzner-Toste, Janet; Liederer, Bianca M.; Ly, Justin; O'Brien, Thomas; Oh, Angela; Wang, Leslie; Wang, Weiru; Xiao, Yang; Zak, Mark; Zhao, Guiling; Yuen, Po-Wai; Bair, Kenneth W. Journal of Medicinal Chemistry, 2013 , vol. 56, # 16 p. 6413 - 6433
  • Route2
    • In-stock
      2-Amino-5-bromopyrazine|CS-W009264
      59489-71-3
    • null|null
      17157-48-1
    • ~76%
    • In-stock
      6-Bromoimidazo[1,2-a]pyrazine|CS-W005981
      912773-24-1

    References

    • Matthews, Thomas P.; McHardy, Tatiana; Klair, Suki; Boxall, Kathy; Fisher, Martin; Cherry, Michael; Allen, Charlotte E.; Addison, Glynn J.; Ellard, John; Aherne, G. Wynne; Westwood, Isaac M.; Montfort, Rob van; Garrett, Michelle D.; Reader, John C.; Collins, Ian Bioorganic and Medicinal Chemistry Letters, 2010 , vol. 20, # 14 p. 4045 - 4049

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   30.19
  • LogP   1.4918
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   0

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