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

  • CAS No. 1353003-51-6

  • Cat. No. CS-0184119
  • Purity≥95%
  • MDL No.None

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

1-Methyl-4-(tetramethyl-1,3,2-dioxaborolan-2-yl)-5-(trifluoromethyl)-1H-pyrazole|CS-0184119

Structure of 1353003-51-6

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General Information

  • CAS No. 1353003-51-6
  • Cat. No. CS-0184119
  • Purity ≥95%
  • MDL No. None
  • Storage -20°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₁₆BF₃N₂O₂
  • Molecular Weight 276.06
  • Synonym(s) 1-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-5-(trifluoromethyl)-1H-pyrazole
  • SMILES FC(C1=C(B2OC(C)(C)C(C)(C)O2)C=NN1C)(F)F

Description

1-Methyl-4-(tetramethyl-1,3,2-dioxaborolan-2-yl)-5-(trifluoromethyl)-1H-pyrazole is a bench-stable boronate reagent featuring a trifluoromethyl group that enhances electron deficiency and metabolic stability. This pyrazole-based building block integrates readily into Suzuki-Miyaura coupling reactions under mild conditions, enabling efficient C–C bond formation with aryl and heteroaryl halides. The tetramethylboronate moiety ensures high reactivity and compatibility with diverse reaction matrices.

Application

1-Methyl-4-(tetramethyl-1,3,2-dioxaborolan-2-yl)-5-(trifluoromethyl)-1H-pyrazole serves as a versatile boronate building block for Suzuki-Miyaura cross-coupling reactions. The tetramethylboronate group enables efficient C–C bond formation under mild conditions, while the trifluoromethyl and methyl substituents provide enhanced metabolic stability and lipophilicity. Bench-stable and compatible with diverse functional groups, it facilitates rapid access to complex pyrazole-based 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
Precautionary Statements : P264-P270-P280-P302+P352-P330-P362+P364-P501

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Computational Chemistry Data

  • TPSA   36.28
  • LogP   1.7381
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   1

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