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CS-W001157 4
Total: USD 88.00

5-Chloro-3-methyl-1H-pyrazole

  • CAS No. 15953-45-4

  • Cat. No. CS-0050525
  • Purity≥98%
  • MDL No.None

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

5-Chloro-3-methyl-1H-pyrazole|CS-0050525

Structure of 15953-45-4

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General Information

  • CAS No. 15953-45-4
  • Cat. No. CS-0050525
  • Purity ≥98%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₄H₅ClN₂
  • Molecular Weight 116.55
  • Synonym(s) 5-Chloro-3-methylpyrazole
  • SMILES CC1=NNC(Cl)=C1

Description

5-Chloro-3-methyl-1H-pyrazole is a bench-stable heterocyclic scaffold featuring a chlorinated pyrazole core with a methyl substituent at the 3-position. This electron-deficient ring system integrates readily into medicinal chemistry libraries, offering enhanced metabolic stability and enabling direct coupling in cross-coupling reactions.

Application

5-Chloro-3-methyl-1H-pyrazole serves as a versatile building block in medicinal chemistry, enabling efficient access to substituted pyrazole scaffolds via cross-coupling and nucleophilic substitution reactions. Its chlorine at C5 provides a reliable handle for palladium-catalyzed functionalization, while the methyl group at C3 enhances metabolic stability and modulates electronic properties. The compound exhibits excellent bench stability, ease of purification, and compatibility with diverse reaction conditions, making it ideal for high-throughput synthesis of bioactive heterocycles.

Synthesis

  • Route1
    • 5-Chloro-1,3-dimethyl-1H-pyrazole|CS-W013430
      54454-10-3
    • ~65%
    • In-stock
      5-Chloro-3-methyl-1H-pyrazole|CS-0050525
      15953-45-4

    References

    • BIOLIPOX AB Patent: WO2008/129280 A1, 2008 ; Location in patent: Page/Page column 46 ; WO 2008/129280 A1
  • Route2
    • null|null
      881668-68-4
    • ~32%
    • In-stock
      5-Chloro-3-methyl-1H-pyrazole|CS-0050525
      15953-45-4

    References

    • BIOLIPOX AB Patent: WO2008/129280 A1, 2008 ; Location in patent: Page/Page column 47 ; WO 2008/129280 A1

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   1.37152
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   0

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