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CS-W001157 4
Total: USD 88.00

1-Benzyl-4-bromo-1H-pyrazole

  • CAS No. 50877-41-3

  • Cat. No. CS-W021297
  • Purity≥97%
  • MDL No.MFCD02179566

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

1-Benzyl-4-bromo-1H-pyrazole|CS-W021297

Structure of 50877-41-3

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General Information

  • CAS No. 50877-41-3
  • Cat. No. CS-W021297
  • Purity ≥97%
  • MDL No. MFCD02179566
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₉BrN₂
  • Molecular Weight 237.10
  • Synonym(s) Albb-006334
  • SMILES BrC1=CN(CC2=CC=CC=C2)N=C1

Description

1-Benzyl-4-bromo-1H-pyrazole features a bromine atom at the 4-position of a pyrazole ring, enabling facile functionalization in cross-coupling reactions. The benzyl group enhances solubility and stability under standard conditions, while the heterocyclic core provides a rigid scaffold for medicinal chemistry applications.

Application

1-Benzyl-4-bromo-1H-pyrazole serves as a versatile building block for constructing pyrazole-based heterocycles and pharmaceutical scaffolds. The bromine atom enables palladium-catalyzed cross-coupling reactions, while the benzyl group provides steric and electronic modulation. It exhibits good bench stability and facilitates straightforward purification, making it well-suited for iterative synthesis in medicinal chemistry and process development workflows.

Synthesis

  • Route1
    • In-stock
      4-Bromopyrazole|CS-W009265
      2075-45-8
    • null|null
      100-39-0
    • ~89%
    • In-stock
      1-Benzyl-4-bromo-1H-pyrazole|CS-W021297
      50877-41-3

    References

    • Kudo, Noriaki; Perseghini, Mauro; Fu, Gregory C. Angewandte Chemie - International Edition, 2006 , vol. 45, # 8 p. 1282 - 1284
  • Route2
    • In-stock
      4-Bromopyrazole|CS-W009265
      2075-45-8
    • null|null
      100-44-7
    • ~97%
    • In-stock
      1-Benzyl-4-bromo-1H-pyrazole|CS-W021297
      50877-41-3

    References

    • MASSACHUSETTS INSTITUTE OF TECHNOLOGY Patent: WO2004/13094 A2, 2004 ; Location in patent: Page 99-100 ;
  • Route3

    References

    • Jones et al. Journal of the American Chemical Society, 1949 , vol. 71, p. 4000

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

Quality Control

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Computational Chemistry Data

  • TPSA   17.82
  • LogP   2.6939
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   2

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