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CS-W001157 4
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5-(4-Bromophenyl)-1h-pyrazole

  • CAS No. 73387-46-9

  • Cat. No. CS-0126511
  • Purity≥98%
  • MDL No.MFCD01940434

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

5-(4-Bromophenyl)-1h-pyrazole|CS-0126511

Structure of 73387-46-9

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General Information

  • CAS No. 73387-46-9
  • Cat. No. CS-0126511
  • Purity ≥98%
  • MDL No. MFCD01940434
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₇BrN₂
  • Molecular Weight 223.07
  • Synonym(s) 3-(4-Bromophenyl)-1H-pyrazole
  • SMILES BrC1=CC=C(C2=CC=NN2)C=C1

Description

5-(4-Bromophenyl)-1H-pyrazole features a brominated phenyl group attached to the pyrazole core, delivering enhanced electron-withdrawing character and structural rigidity. This configuration supports efficient coupling reactions in medicinal chemistry and materials synthesis. The compound exhibits bench-stable handling and facilitates direct integration into complex heterocyclic architectures.

Application

5-(4-Bromophenyl)-1H-pyrazole serves as a versatile building block for the synthesis of functionalized heterocycles and biaryl systems. Its well-established reactivity enables palladium-catalyzed coupling reactions, facilitating the construction of complex pharmaceutical scaffolds. The bromine substituent offers high compatibility with standard cross-coupling protocols, while the pyrazole core provides excellent bench stability and ease of purification.

Synthesis

  • Route1

    References

    • Wen, Jun; Fu, Yun; Zhang, Ruo-Yi; Zhang, Ji; Chen, Shan-Yong; Yu, Xiao-Qi Tetrahedron, 2011 , vol. 67, # 49 p. 9618 - 9621
  • Route2
    • 1-(4-Bromophenyl)-3-(dimethylamino)-2-propen-1-one|CS-0783090
      73387-60-7
    • ~%
    • In-stock
      5-(4-Bromophenyl)-1h-pyrazole|CS-0126511
      73387-46-9

    References

    • WO2009/151991 A1, ; Page/Page column 128 ; WO 2009/151991 A1
  • Route3

    References

    • US2014/148461 A1, ; Page/Page column ;

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05,GHS06
Signal Word : Danger
UN#: 2811
Class : 6.1
Packing Group : Ⅲ
Hazard Statements : H301-H315-H318-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   28.68
  • LogP   2.8392
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   1

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