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

Name: 4-(4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)-1H-pyrazole
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CAS No. 756520-75-9
Cat. No. CS-0176959
Purity≥98%
MDL No.None

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4-(4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)-1H-pyrazole|CS-0176959

Structure of 756520-75-9

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Description

This boronate-functionalized pyrazole integrates readily into Suzuki-Miyaura cross-coupling reactions under standard conditions. The tetramethyl-1,3,2-dioxaborolane moiety ensures excellent stability and ease of handling, while the pyrazole core provides a rigid, electron-rich scaffold for medicinal chemistry applications.

Application

4-(4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)-1H-pyrazole serves as a versatile boronate building block for Suzuki-Miyaura cross-coupling reactions. The tetramethylboronate group enables stable, room-temperature handling and high functional group tolerance, facilitating efficient C–C bond formation with aryl halides and triflates. Its pyrazole core provides a rigid, polar scaffold suitable for medicinal chemistry applications, while the pendant phenyl ring offers synthetic flexibility in constructing biaryl architectures common in pharmaceutical intermediates.

General Information

CAS No. 756520-75-9
Cat. No. CS-0176959
Purity ≥98%
MDL No. None
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₅H₁₉BN₂O₂
Molecular Weight 270.13
Synonym(s) 4-[4-(Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]-1H-pyrazole
SMILES CC1(C)C(C)(C)OB(C2=CC=C(C3=CNN=C3)C=C2)O1

Computational Chemistry Data

TPSA 47.14
LogP 2.3759
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 2

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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Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Pyrazole compounds

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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

CAS No. 756520-75-9

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