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2-Methyl-2-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazol-1-yl)propanenitrile

  • CAS No. 2095779-29-4

  • Cat. No. CS-0135402
  • Purity≥97%
  • MDL No.MFCD28053694

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

2-Methyl-2-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazol-1-yl)propanenitrile|CS-0135402

Structure of 2095779-29-4

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General Information

  • CAS No. 2095779-29-4
  • Cat. No. CS-0135402
  • Purity ≥97%
  • MDL No. MFCD28053694
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₃H₂₀BN₃O₂
  • Molecular Weight 261.13
  • Synonym(s) 2-methyl-2-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrazol-1-yl]propanenitrile
  • SMILES N#CC(C)(C)N1N=CC(B2OC(C)(C)C(C)(C)O2)=C1

Description

This boronate-functionalized pyrazole integrates readily into Suzuki-Miyaura coupling reactions under standard conditions, delivering robust C–C bond formation. The sterically hindered tert-butyl nitrile group enhances stability and solubility, enabling efficient incorporation into complex molecular architectures with minimal side reactivity.

Application

2-Methyl-2-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazol-1-yl)propanenitrile serves as a versatile boronate building block for Suzuki-Miyaura cross-coupling reactions. The pyrazole core provides robust stability and orthogonal reactivity, while the nitrile and tertiary alkyl groups enhance functional group tolerance and facilitate downstream derivatization. Its bench-stable nature and compatibility with diverse reaction conditions make it ideal for constructing complex heterocyclic scaffolds in medicinal chemistry and materials science applications.

Safety Information

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GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H315-H319-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362+P364-P405-P501

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Computational Chemistry Data

  • TPSA   60.07
  • LogP   1.44098
  • H_Acceptors   5
  • H_Donors   0
  • Rotatable_Bonds   2

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