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CS-W001157 4
Total: USD 88.00

3-Bromoimidazo[1,2-a]pyrimidine

  • CAS No. 6840-45-5

  • Cat. No. CS-D1630
  • Purity≥97%
  • MDL No.MFCD06200962

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

3-Bromoimidazo[1,2-a]pyrimidine|CS-D1630

Structure of 6840-45-5

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General Information

  • CAS No. 6840-45-5
  • Cat. No. CS-D1630
  • Purity ≥97%
  • MDL No. MFCD06200962
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₄BrN₃
  • Molecular Weight 198.02
  • Synonym(s) N-(4-chloro-5-formyl-3-phenyl-1,3-thiazol-2(3H)-ylidene)-4-fluorobenzenesulfonamide
  • SMILES BrC1=CN=C2N=CC=CN21

Description

3-Bromoimidazo[1,2-a]pyrimidine is a reactive heterocyclic scaffold featuring a bromine atom at the 3-position, enabling facile C–Br cross-coupling transformations. This electron-deficient imidazopyrimidine integrates readily into pharmaceutical intermediates and functional materials, offering high stability under standard conditions and compatibility with palladium-catalyzed reactions.

Application

3-Bromoimidazo[1,2-a]pyrimidine serves as a versatile building block for heterocyclic synthesis, enabling efficient transition-metal-catalyzed couplings and nucleophilic substitution reactions. Its bromine substituent facilitates C–C and C–heteroatom bond formation under standard conditions, while the imidazo[1,2-a]pyrimidine core provides structural rigidity and compatibility with diverse functional groups. This compound exhibits excellent bench stability and is well-suited for applications in medicinal chemistry and materials science.

Synthesis

  • Route1

    References

    • European Journal of Medicinal Chemistry, , vol. 26, # 1 p. 13 - 18 Chemical and Pharmaceutical Bulletin, , vol. 40, # 5 p. 1170 - 1176

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

Quality Control

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Computational Chemistry Data

  • TPSA   30.19
  • LogP   1.4918
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   0

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