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CS-W001157 4
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1-(3-Bromophenyl)-1H-pyrazole

  • CAS No. 294877-33-1

  • Cat. No. CS-W021217
  • Purity≥97%
  • MDL No.MFCD06797472

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

1-(3-Bromophenyl)-1H-pyrazole|CS-W021217

Structure of 294877-33-1

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General Information

  • CAS No. 294877-33-1
  • Cat. No. CS-W021217
  • Purity ≥97%
  • MDL No. MFCD06797472
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₇BrN₂
  • Molecular Weight 223.07
  • Synonym(s) (3-bromophenyl)pyrazole
  • SMILES BrC1=CC=CC(=C1)[N]2C=CC=N2

Description

1-(3-Bromophenyl)-1H-pyrazole features a brominated phenyl group directly fused to the pyrazole core, delivering enhanced electron-withdrawing character and enabling diverse cross-coupling transformations. This bench-stable heterocycle integrates readily into pharmaceutical scaffolds and functional materials, offering high reactivity in palladium-catalyzed reactions under standard conditions.

Application

1-(3-Bromophenyl)-1H-pyrazole serves as a versatile building block for the synthesis of functionalized heterocycles and biologically relevant scaffolds. Its bromine substituent enables palladium-catalyzed cross-coupling reactions, facilitating C–C bond formation under mild conditions. The pyrazole core exhibits good bench stability and compatibility with diverse reaction environments, making it valuable in medicinal chemistry and materials science applications.

Synthesis

  • Route1

    References

    • Universal Display Corporation; Beers, Scott; Xia, Chuanjun; Brooks, Jason; Kottas, Gregg Patent: EP2574613 A1, 2013 ; Location in patent: Paragraph 0144 ;
  • Route2

    References

    • MSD OSS B.V.; HUISMAN, Ines; VAN DER STELT, Marcelis; WIEDENHOF, Wouter; BAKER-GLENN, Charles, Anthony, Graham; BLACKABY, Wesley, Peter; TRIVEDI, Naimisha Patent: WO2013/41457 A1, 2013 ; Location in patent: Page/Page column 23 ;
  • Route3

    References

    • Boswell, Mikki G.; Yeung, Fanny G.; Wolf, Christian Synlett, 2012 , vol. 23, # 8 p. 1240 - 1244

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   2.6348
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   1

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