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

  • CAS No. 1025719-23-6

  • Cat. No. CS-0028801
  • Purity≥98%
  • MDL No.MFCD12022323

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

1-Methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3-(trifluoromethyl)-1H-pyrazole|CS-0028801

Structure of 1025719-23-6

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General Information

  • CAS No. 1025719-23-6
  • Cat. No. CS-0028801
  • Purity ≥98%
  • MDL No. MFCD12022323
  • Storage -20°C, sealed storage, away from moisture
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₁₆BF₃N₂O₂
  • Molecular Weight 276.06
  • Synonym(s) 3-hydroxy-2,3-dimethylbutan-2-yl hydrogen (1-methyl-3-(trifluoromethyl)-1H-pyrazol-5-yl)boronate
  • SMILES FC(C1=NN(C)C(B2OC(C)(C)C(C)(C)O2)=C1)(F)F

Description

1-Methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3-(trifluoromethyl)-1H-pyrazole features a boronate ester group paired with a trifluoromethyl-substituted pyrazole core, enabling efficient Suzuki-Miyaura coupling. This bench-stable reagent integrates readily into C–C bond formation workflows, delivering high functional group tolerance and predictable regiochemistry under standard conditions.

Application

1-Methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3-(trifluoromethyl)-1H-pyrazole serves as a robust boronate building block in Suzuki-Miyaura cross-coupling reactions. The tetramethylboronate moiety enables efficient coupling with aryl and vinyl halides under mild conditions, while the trifluoromethyl group imparts enhanced metabolic stability and lipophilicity. Bench-stable and readily purified by flash chromatography, it functions reliably in the synthesis of complex heterocyclic scaffolds and drug-like molecules.

Safety Information

Download SDS
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   36.28
  • LogP   1.7381
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   1

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