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1-Methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole-3-carbonitrile

  • CAS No. 2158267-70-8

  • Cat. No. CS-0085613
  • Purity≥98%
  • MDL No.None

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

1-Methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole-3-carbonitrile|CS-0085613

Structure of 2158267-70-8

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General Information

  • CAS No. 2158267-70-8
  • Cat. No. CS-0085613
  • Purity ≥98%
  • MDL No. None
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₁₆BN₃O₂
  • Molecular Weight 233.07
  • Synonym(s) None
  • SMILES N#CC1=NN(C)C=C1B2OC(C)(C)C(C)(C)O2

Description

1-Methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole-3-carbonitrile features a boronate ester group enabling efficient Suzuki-Miyaura coupling, paired with a pyrazole core bearing electron-withdrawing nitrile and methyl substituents. This combination delivers enhanced stability and reactivity under standard conditions, facilitating seamless integration into complex molecular architectures.

Application

1-Methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole-3-carbonitrile serves as a versatile boronate building block for Suzuki-Miyaura cross-coupling reactions. The pyrazole core provides structural rigidity and hydrogen-bonding capability, while the nitrile group offers synthetic handle for downstream transformations. Bench-stable and compatible with a wide range of reaction conditions, it facilitates efficient construction of biologically relevant heterocyclic scaffolds in medicinal chemistry and materials science.

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   0.59098
  • H_Acceptors   5
  • H_Donors   0
  • Rotatable_Bonds   1

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