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

Name: 4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1-(2,2,2-trifluoroethyl)-1H-pyrazole
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CAS No. 1049730-42-8
Cat. No. CS-W020446
Purity≥97%
MDL No.None

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4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1-(2,2,2-trifluoroethyl)-1H-pyrazole|CS-W020446

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General Information

CAS No. 1049730-42-8
Cat. No. CS-W020446
Purity ≥97%
MDL No. None
Storage 4°C, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₁H₁₆BF₃N₂O₂
Molecular Weight 276.06
Synonym(s) None
SMILES CC(C(C)(C)O1)(C)OB1C2=CN(CC(F)(F)F)N=C2

Description

This pyrazole boronate ester integrates a trifluoroethyl group and a tetramethyl-1,3,2-dioxaborolane moiety, enabling stable coupling under standard conditions. The electron-deficient pyrazole ring enhances reactivity in Suzuki-Miyaura cross-coupling, while the sterically protected boronate ensures shelf stability and compatibility with diverse functional groups.

Application

4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1-(2,2,2-trifluoroethyl)-1H-pyrazole serves as a versatile boron-containing building block for Suzuki-Miyaura cross-coupling reactions. The pyrazole core provides metabolic stability and favorable pharmacophore properties, while the trifluoroethyl group enhances lipophilicity and bioavailability. The boronic ester functionality enables reliable coupling under mild conditions, with excellent bench stability and compatibility with diverse functional groups, facilitating efficient assembly of complex heterocyclic scaffolds in medicinal chemistry and process development 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-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

TPSA 36.28
LogP 1.7446
H_Acceptors 4
H_Donors 0
Rotatable_Bonds 2

Other Classifications

Building Blocks Functional Group Boronic Acid And Its Ester

Building Blocks Skeleton Aromatic heterocycle compounds Pyrazole compounds

Key Words

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

CAS No. 1049730-42-8

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