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tert-Butyl 3-bromo-5,6-dihydroimidazo[1,5-a]pyrazine-7(8H)-carboxylate

  • CAS No. 1188264-74-5

  • Cat. No. CS-0106196
  • Purity≥98%
  • MDL No.MFCD13152219

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

tert-Butyl 3-bromo-5,6-dihydroimidazo[1,5-a]pyrazine-7(8H)-carboxylate|CS-0106196

Structure of 1188264-74-5

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General Information

  • CAS No. 1188264-74-5
  • Cat. No. CS-0106196
  • Purity ≥98%
  • MDL No. MFCD13152219
  • Storage -20°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₁₆BrN₃O₂
  • Molecular Weight 302.17
  • Synonym(s) tert-butyl 3-bromo-6,8-dihydro-5H-imidazo[1,5-a]pyrazine-7-carboxylate
  • SMILES O=C(N1CC2=CN=C(Br)N2CC1)OC(C)(C)C

Description

tert-Butyl 3-bromo-5,6-dihydroimidazo[1,5-a]pyrazine-7(8H)-carboxylate features a brominated imidazopyrazine core with a bench-stable tert-butyl ester group, enabling direct incorporation into cross-coupling reactions. This electron-deficient heterocycle serves as a key building block for synthesizing biologically active scaffolds in medicinal chemistry.

Application

tert-Butyl 3-bromo-5,6-dihydroimidazo[1,5-a]pyrazine-7(8H)-carboxylate serves as a versatile building block for the synthesis of imidazo[1,5-a]pyrazine scaffolds. The bromo group enables palladium-catalyzed cross-coupling reactions, while the tert-butyl ester facilitates straightforward deprotection under mild acidic conditions. This compound exhibits excellent bench stability and functional group tolerance, making it well-suited for iterative synthesis in medicinal chemistry and process development workflows.

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-P330-P362+P364-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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