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CS-W001157 4
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3-Bromo-5-methyl-1H-pyrazole

  • CAS No. 57097-81-1

  • Cat. No. CS-W019617
  • Purity≥98%
  • MDL No.MFCD00233969

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

3-Bromo-5-methyl-1H-pyrazole|CS-W019617

Structure of 57097-81-1

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General Information

  • CAS No. 57097-81-1
  • Cat. No. CS-W019617
  • Purity ≥98%
  • MDL No. MFCD00233969
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₄H₅BrN₂
  • Molecular Weight 161.00
  • Synonym(s) 3-Bromo-5-methylpyrazole
  • SMILES BrC1=NNC(C)=C1

Description

3-Bromo-5-methyl-1H-pyrazole is a heterocyclic building block featuring a brominated pyrazole core with a methyl group at the 5-position. This configuration imparts enhanced stability and facilitates selective coupling reactions in synthetic pathways. The electrophilic bromine atom enables efficient cross-coupling transformations, while the electron-donating methyl group modulates reactivity. Bench-stable under standard conditions, it serves as a key intermediate in medicinal chemistry and agrochemical development.

Application

3-Bromo-5-methyl-1H-pyrazole serves as a versatile building block in medicinal chemistry and heterocyclic synthesis, enabling efficient access to substituted pyrazole scaffolds. Its bromine atom facilitates palladium-catalyzed cross-coupling reactions, while the methyl group enhances metabolic stability and modulates electronic properties. The compound exhibits excellent bench stability and compatibility with common functional groups, simplifying purification and integration into multi-step syntheses.

Synthesis

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      3-Bromo-5-methyl-1H-pyrazole|CS-W019617
      57097-81-1

    References

    • Journal of the American Chemical Society, , vol. 110, # 5 p. 1356 - 1366

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   28.68
  • LogP   1.48062
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   0

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