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CS-W001157 4
Total: USD 88.00

6-Bromo-3-iodopyrazolo[1,5-a]pyrimidine

  • CAS No. 1109284-33-4

  • Cat. No. CS-W022460
  • Purity≥96%
  • MDL No.MFCD18073604

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

6-Bromo-3-iodopyrazolo[1,5-a]pyrimidine|CS-W022460

Structure of 1109284-33-4

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General Information

  • CAS No. 1109284-33-4
  • Cat. No. CS-W022460
  • Purity ≥96%
  • MDL No. MFCD18073604
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₃BrIN₃
  • Molecular Weight 323.92
  • Synonym(s) None
  • SMILES IC1=C2N=CC(Br)=CN2N=C1

Description

6-Bromo-3-iodopyrazolo[1,5-a]pyrimidine is a halogenated heterocyclic scaffold featuring complementary reactive sites for transition metal-catalyzed cross-coupling. The bromo group at the 6-position and iodide at the 3-position enable sequential functionalization, facilitating rapid diversification in medicinal chemistry and materials synthesis. This platform supports efficient C–C and C–heteroatom bond formation under mild conditions.

Application

6-Bromo-3-iodopyrazolo[1,5-a]pyrimidine serves as a versatile heterocyclic building block for transition-metal-catalyzed cross-coupling reactions. The bromo and iodo substituents enable sequential functionalization at C6 and C3 positions, facilitating the construction of complex pyrazolo[1,5-a]pyrimidine scaffolds. Its stability under standard reaction conditions and compatibility with palladium-catalyzed coupling protocols make it ideal for medicinal chemistry and materials science applications requiring precise molecular diversification.

Synthesis

  • Route1

    References

    • WO2009/14620 A1, ; Page/Page column 36; 24 ; WO 2009/014620 A1

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

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Computational Chemistry Data

  • TPSA   30.19
  • LogP   2.0964
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   0

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