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2-Bromo-4,5,6,7-tetrahydropyrazolo[1,5-a]pyrimidine

  • CAS No. 1785583-94-9

  • Cat. No. CS-0130160
  • Purity≥95%
  • MDL No.MFCD32858291

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

2-Bromo-4,5,6,7-tetrahydropyrazolo[1,5-a]pyrimidine|CS-0130160

Structure of 1785583-94-9

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General Information

  • CAS No. 1785583-94-9
  • Cat. No. CS-0130160
  • Purity ≥95%
  • MDL No. MFCD32858291
  • Storage RT, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₈BrN₃
  • Molecular Weight 202.06
  • Synonym(s) None
  • SMILES BrC1=NN2CCCNC2=C1

Description

This tetrahydropyrazolo[1,5-a]pyrimidine scaffold features a brominated position at C2, enabling direct functionalization in cross-coupling reactions. The saturated ring system imparts enhanced stability and solubility, facilitating integration into complex heterocyclic architectures under standard conditions.

Application

2-Bromo-4,5,6,7-tetrahydropyrazolo[1,5-a]pyrimidine serves as a versatile building block in heterocyclic synthesis, enabling efficient access to pyrazolopyrimidine scaffolds via palladium-catalyzed cross-coupling reactions. Its bromine substituent facilitates reliable functionalization under standard Suzuki, Stille, or Negishi conditions, while the tetrahydropyrazolo core exhibits favorable bench stability and compatibility with diverse functional groups, making it well-suited for 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-P280-P302+P352

Quality Control

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Computational Chemistry Data

  • TPSA   29.85
  • LogP   1.4612
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   0

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