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CS-W001157 4
Total: USD 88.00

2-(1H-Pyrazol-1-yl)pyridine

  • CAS No. 25700-11-2

  • Cat. No. CS-0155838
  • Purity≥98%
  • MDL No.MFCD09033534

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

2-(1H-Pyrazol-1-yl)pyridine|CS-0155838

Structure of 25700-11-2

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General Information

  • CAS No. 25700-11-2
  • Cat. No. CS-0155838
  • Purity ≥98%
  • MDL No. MFCD09033534
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₇N₃
  • Molecular Weight 145.16
  • Synonym(s) Pyridine, 2-pyrazol-1-yl-
  • SMILES C1=CC=NC(=C1)N2C=CC=N2

Description

2-(1H-Pyrazol-1-yl)pyridine is a heterocyclic ligand featuring a pyrazole moiety directly linked to a pyridine ring, creating a rigid, electron-rich platform. This structural motif enables strong coordination to transition metals, particularly in palladium-catalyzed cross-coupling reactions. The compound exhibits excellent bench stability and solubility in common organic solvents, facilitating its use in catalytic systems.

Application

2-(1H-Pyrazol-1-yl)pyridine serves as a versatile heterocyclic building block in medicinal chemistry, enabling the construction of biologically active scaffolds through Pd-catalyzed cross-coupling reactions. Its pyridine-pyrazole architecture provides strong ligand properties and enhanced solubility, facilitating downstream functionalization and purification. The compound exhibits bench stability and compatibility with common reaction conditions, making it well-suited for iterative synthesis workflows.

Synthesis

  • Route1

    References

    • Teo, Yong-Chua; Yong, Fui-Fong; Sim, Shirlyn Tetrahedron, 2013 , vol. 69, # 35 p. 7279 - 7284
  • Route2

    References

    • Teo, Yong-Chua; Yong, Fui-Fong; Lim, Gina Shiyun Tetrahedron Letters, 2011 , vol. 52, # 52 p. 7171 - 7174
  • Route3
    • In-stock
      1H-pyrazole|CS-W008829
      288-13-1
    • null|null
      109-04-6
    • ~99%
    • In-stock
      2-(1H-Pyrazol-1-yl)pyridine|CS-0155838
      25700-11-2

    References

    • Liu, Hai-Yang; Yu, Zhen-Tao; Yuan, Yong-Jun; Yu, Tao; Zou, Zhi-Gang Tetrahedron, 2010 , vol. 66, # 47 p. 9141 - 9144

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

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Computational Chemistry Data

  • TPSA   30.71
  • LogP   1.2673
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   1

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