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

  • CAS No. 1446481-36-2

  • Cat. No. CS-0145484
  • Purity≥97%
  • MDL No.None

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

1-(Fluoromethyl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole|CS-0145484

Structure of 1446481-36-2

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General Information

  • CAS No. 1446481-36-2
  • Cat. No. CS-0145484
  • Purity ≥97%
  • MDL No. None
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₁₆BFN₂O₂
  • Molecular Weight 226.06
  • Synonym(s) 1-(fluoromethyl)-4-(tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole
  • SMILES CC1(C)OB(C2=CN(CF)N=C2)OC1(C)C

Description

This pyrazole boronate ester integrates a fluoromethyl group and a tetramethyl-1,3,2-dioxaborolane moiety, enabling efficient cross-coupling under mild conditions. The electron-deficient pyrazole core enhances reactivity in Suzuki-Miyaura transformations, while the stable boronate functionality ensures reliable handling and compatibility with diverse reaction setups.

Application

1-(Fluoromethyl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole serves as a versatile boronate building block for Suzuki-Miyaura cross-coupling reactions. The fluoromethyl group enables direct functionalization and metabolic stabilization in medicinal chemistry applications. The pinacol boronate moiety offers excellent bench stability, mild reaction conditions, and broad functional group tolerance, facilitating efficient C–C bond formation with aryl, heteroaryl, and vinyl halides. This compound functions reliably in late-stage diversification and scaffold elaboration workflows.

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

Quality Control

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Computational Chemistry Data

  • TPSA   36.28
  • LogP   1.1093
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   2

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