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CS-W001157 4
Total: USD 88.00

4-Bromo-1-ethyl-1H-pyrazole

  • CAS No. 71229-85-1

  • Cat. No. CS-W003481
  • Purity≥97%
  • MDL No.MFCD08235252

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

4-Bromo-1-ethyl-1H-pyrazole|CS-W003481

Structure of 71229-85-1

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General Information

  • CAS No. 71229-85-1
  • Cat. No. CS-W003481
  • Purity ≥97%
  • MDL No. MFCD08235252
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₇BrN₂
  • Molecular Weight 175.03
  • Synonym(s) None
  • SMILES CCN1C=C(Br)C=N1

Description

4-Bromo-1-ethyl-1H-pyrazole is a bench-stable, moisture-tolerant heterocyclic building block featuring a bromine substituent at the 4-position and an ethyl group at the 1-position of the pyrazole core. This configuration enables direct functionalization in cross-coupling reactions, facilitating access to diverse pyrazole-based scaffolds for medicinal chemistry and materials science applications.

Application

4-Bromo-1-ethyl-1H-pyrazole serves as a versatile building block in medicinal chemistry, enabling palladium-catalyzed cross-coupling reactions due to its well-established bromine reactivity. The ethyl group at the 1-position enhances solubility and stability, while the pyrazole core provides a robust heterocyclic scaffold with favorable pharmacophore properties. This compound facilitates efficient synthesis of substituted pyrazoles under standard coupling conditions, offering reliable functional group tolerance and straightforward purification—ideal for high-throughput screening and lead optimization workflows.

Synthesis

  • Route1
    • In-stock
      4-Bromopyrazole|CS-W009265
      2075-45-8
    • null|null
      75-03-6
    • ~84%
    • In-stock
      4-Bromo-1-ethyl-1H-pyrazole|CS-W003481
      71229-85-1

    References

    • ORION CORPORATION; LINNANEN, Tero; WOHLFAHRT, Gerd; NANDURI, Srinivas; UJJINAMATADA, Ravi; RAJAGOPALAN, Srinivasan; MUKHERJEE, Subhendu Patent: WO2013/53983 A1, 2013 ; Location in patent: Page/Page column 36 ;
  • Route2
    • In-stock
      4-Bromopyrazole|CS-W009265
      2075-45-8
    • null|null
      74-96-4
    • ~77%
    • In-stock
      4-Bromo-1-ethyl-1H-pyrazole|CS-W003481
      71229-85-1

    References

    • Ivachtchenko, Alexandre V.; Kravchenko, Dmitry V.; Zheludeva, Valentina I.; Pershin, Dmitry G. Journal of Heterocyclic Chemistry, 2004 , vol. 41, # 6 p. 931 - 939
  • Route3

    References

    • Inorganic Chemistry, , vol. 51, # 17 p. 9385 - 9394

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   1.6655
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   1

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