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tert-Butyl1-bromo-5,6-dihydroimidazo[1,5-a]pyrazine-7(8H)-carboxylate

  • CAS No. 1188265-64-6

  • Cat. No. CS-W009032
  • Purity≥97%
  • MDL No.MFCD13152218

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

tert-Butyl1-bromo-5,6-dihydroimidazo[1,5-a]pyrazine-7(8H)-carboxylate|CS-W009032

Structure of 1188265-64-6

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General Information

  • CAS No. 1188265-64-6
  • Cat. No. CS-W009032
  • Purity ≥97%
  • MDL No. MFCD13152218
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₁₆BrN₃O₂
  • Molecular Weight 302.17
  • Synonym(s) tert-butyl 1-bromo-6,8-dihydro-5H-imidazo[1,5-a]pyrazine-7-carboxylate
  • SMILES O=C(N1CC2=C(Br)N=CN2CC1)OC(C)(C)C

Description

tert-Butyl 1-bromo-5,6-dihydroimidazo[1,5-a]pyrazine-7(8H)-carboxylate is a bench-stable, moisture-tolerant building block featuring a brominated heterocyclic core. This sterically hindered carboxylate derivative enables direct coupling in late-stage functionalization workflows. The protected imidazopyrazine scaffold integrates readily into complex molecular architectures under standard conditions.

Application

tert-Butyl 1-bromo-5,6-dihydroimidazo[1,5-a]pyrazine-7(8H)-carboxylate serves as a versatile building block for the synthesis of imidazopyrazine-based scaffolds. Its bromo group enables palladium-catalyzed cross-coupling reactions, while the tert-butyl ester facilitates selective deprotection under mild acidic conditions. The compound exhibits excellent bench stability and functional group tolerance, making it well-suited for iterative medicinal chemistry campaigns and API intermediate development.

Safety Information

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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   47.36
  • LogP   2.3963
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   0

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