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

  • CAS No. 1346245-52-0

  • Cat. No. CS-B1561
  • Purity≥95%
  • MDL No.MFCD21337769

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

N-Methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole-1-acetamide|CS-B1561

Structure of 1346245-52-0

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General Information

  • CAS No. 1346245-52-0
  • Cat. No. CS-B1561
  • Purity ≥95%
  • MDL No. MFCD21337769
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₂H₂₀BN₃O₃
  • Molecular Weight None
  • Synonym(s) N-Methyl-2-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazol-1-yl)acetamide
  • SMILES O=C(NC)CN1N=CC(B2OC(C)(C)C(C)(C)O2)=C1

Description

N-Methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole-1-acetamide features a boronate ester group flanked by sterically protected tetramethylcyclohexadienyl moieties, enabling robust coupling under mild conditions. This bench-stable reagent integrates efficiently into Suzuki-Miyaura cross-coupling workflows, delivering pyrazole-based scaffolds with high functional group tolerance.

Application

N-Methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole-1-acetamide serves as a versatile boron-containing building block for Suzuki-Miyaura cross-coupling reactions. The tetramethylboronate moiety enables reliable coupling with aryl and heteroaryl halides under mild conditions, while the pyrazole-acetamide core offers stability and compatibility with diverse functional groups. Its bench-stable nature and ease of purification facilitate efficient synthesis of 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 : 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   65.38
  • LogP   -0.0717
  • H_Acceptors   5
  • H_Donors   1
  • Rotatable_Bonds   3

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