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CS-W001157 4
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4-Cyano-1-methyl-1H-pyrazole-5-boronic acid pinacol ester

  • CAS No. 1638360-07-2

  • Cat. No. CS-0340139
  • Purity≥97%
  • MDL No.None

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

4-Cyano-1-methyl-1H-pyrazole-5-boronic acid pinacol ester|CS-0340139

Structure of 1638360-07-2

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General Information

  • CAS No. 1638360-07-2
  • Cat. No. CS-0340139
  • Purity ≥97%
  • MDL No. None
  • Storage -20°C, sealed storage, away from moisture
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₁₆BN₃O₂
  • Molecular Weight 233.07
  • Synonym(s) 1-Methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole-4-carbonitrile
  • SMILES N#CC=1C=NN(C1B2OC(C)(C)C(O2)(C)C)C

Description

4-Cyano-1-methyl-1H-pyrazole-5-boronic acid pinacol ester delivers a stable, bench-tolerant boronate handle for Suzuki-Miyaura couplings. The electron-deficient pyrazole core enhances reactivity, while the pinacol ester protects the boronic acid functionality. This compound integrates seamlessly into complex molecule synthesis, enabling efficient C–C bond formation under mild conditions.

Application

4-Cyano-1-methyl-1H-pyrazole-5-boronic acid pinacol ester serves as a versatile boronate building block for Suzuki-Miyaura cross-coupling reactions. The pinacol ester enhances stability and ease of handling, while the cyano and methyl groups provide orthogonal functionalization potential. It reacts reliably with aryl and vinyl halides under mild conditions, enabling efficient construction of complex pyrazole-containing scaffolds relevant to 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 : H302-H312-H315-H319-H332-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-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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