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3-Bromo-4,5,6,7-tetrahydropyrazolo[1,5-a]pyrazine

  • CAS No. 1263378-90-0

  • Cat. No. CS-0134754
  • Purity≥97%
  • MDL No.MFCD18432607

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

3-Bromo-4,5,6,7-tetrahydropyrazolo[1,5-a]pyrazine|CS-0134754

Structure of 1263378-90-0

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General Information

  • CAS No. 1263378-90-0
  • Cat. No. CS-0134754
  • Purity ≥97%
  • MDL No. MFCD18432607
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₈BrN₃
  • Molecular Weight 202.06
  • Synonym(s) Pyrazolo[1,5-a]pyrazine, 3-broMo-4,5,6,7-tetrahydro-
  • SMILES BrC1=C2CNCCN2N=C1

Description

3-Bromo-4,5,6,7-tetrahydropyrazolo[1,5-a]pyrazine features a fused bicyclic core with a bromine substituent at the 3-position, enabling direct functionalization in transition-metal-catalyzed cross-coupling reactions. The saturated pyrazolo[1,5-a]pyrazine scaffold provides enhanced metabolic stability and favorable solubility characteristics for medicinal chemistry applications.

Application

3-Bromo-4,5,6,7-tetrahydropyrazolo[1,5-a]pyrazine serves as a versatile heterocyclic building block in medicinal chemistry, enabling efficient access to pyrazolo-pyrazine scaffolds via palladium-catalyzed cross-coupling. Its bromo substituent facilitates reliable C–C bond formation under standard Suzuki, Stille, or Negishi conditions, while the saturated core offers enhanced solubility and metabolic stability. The compound exhibits good bench stability and compatibility with diverse functional groups, making it well-suited for modular synthesis of bioactive molecules and API intermediates.

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   29.85
  • LogP   0.7488
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   0

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