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

  • CAS No. 1573171-39-7

  • Cat. No. CS-0080491
  • Purity≥95%
  • MDL No.None

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

5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-3-(trifluoromethyl)-1H-pyrazole|CS-0080491

Structure of 1573171-39-7

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General Information

  • CAS No. 1573171-39-7
  • Cat. No. CS-0080491
  • Purity ≥95%
  • MDL No. None
  • Storage -20°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₁₄BF₃N₂O₂
  • Molecular Weight 262.04
  • Synonym(s) None
  • SMILES FC(F)(F)C1=NNC(B2OC(C)(C)C(C)(C)O2)=C1

Description

5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-3-(trifluoromethyl)-1H-pyrazole integrates a boronate ester with a trifluoromethyl-substituted pyrazole core, offering enhanced stability and reactivity in Suzuki-Miyaura coupling. This bench-stable reagent facilitates efficient C–C bond formation under mild conditions.

Application

5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-3-(trifluoromethyl)-1H-pyrazole serves as a versatile boronate building block for Suzuki-Miyaura cross-coupling reactions. The trifluoromethyl group enhances metabolic stability and modulates electronic properties, while the pinacol boronate ester ensures excellent bench stability and ease of handling. It functions reliably in late-stage functionalization and enables efficient construction of biologically relevant heterocyclic scaffolds with high chemoselectivity and functional group tolerance.

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-P330-P362+P364-P405-P501

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Computational Chemistry Data

  • TPSA   47.14
  • LogP   1.7277
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   1

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