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(1-(Tetrahydro-2H-pyran-2-yl)-3-(trifluoromethyl)-1H-pyrazol-5-yl)boronic acid

  • CAS No. 1141878-45-6

  • Cat. No. CS-0101378
  • Purity≥97%
  • MDL No.MFCD17214248

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

(1-(Tetrahydro-2H-pyran-2-yl)-3-(trifluoromethyl)-1H-pyrazol-5-yl)boronic acid|CS-0101378

Structure of 1141878-45-6

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General Information

  • CAS No. 1141878-45-6
  • Cat. No. CS-0101378
  • Purity ≥97%
  • MDL No. MFCD17214248
  • Storage -20°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₁₂BF₃N₂O₃
  • Molecular Weight 264.01
  • Synonym(s) [1-(Tetrahydro-2H-pyran-2-yl)-3-(trifluoromethyl)-1H-pyrazol-5-yl]boronic acid
  • SMILES FC(F)(F)C1=NN(C(B(O)O)=C1)C2CCCCO2

Description

This boronate moiety integrates a tetrahydro-2H-pyran-2-yl protected pyrazole scaffold with a trifluoromethyl group, offering enhanced stability and orthogonal deprotection compatibility. The electron-deficient pyrazole core enables efficient Suzuki-Miyaura coupling under standard conditions, while the bench-stable, moisture-tolerant structure simplifies handling in synthetic workflows.

Application

(1-(Tetrahydro-2H-pyran-2-yl)-3-(trifluoromethyl)-1H-pyrazol-5-yl)boronic acid serves as a stable, bench-ready building block for Suzuki-Miyaura cross-coupling reactions. The tetrahydro-2H-pyran-2-yl protecting group ensures excellent shelf stability and facilitates selective deprotection under mild acidic conditions. Its trifluoromethyl-substituted pyrazole core provides enhanced metabolic stability and favorable electronic properties, making it particularly valuable in the synthesis of functionalized heterocyclic scaffolds for medicinal chemistry 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

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Computational Chemistry Data

  • TPSA   67.51
  • LogP   0.2808
  • H_Acceptors   5
  • H_Donors   2
  • Rotatable_Bonds   2

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