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

Name: 3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole
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CAS No. 844501-71-9
Cat. No. CS-W008230
Purity≥97%
MDL No.MFCD07368044

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3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole|CS-W008230

Structure of 844501-71-9

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General Information

CAS No. 844501-71-9
Cat. No. CS-W008230
Purity ≥97%
MDL No. MFCD07368044
Storage -20°C, sealed storage, away from moisture
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₉H₁₅BN₂O₂
Molecular Weight 194.04
Synonym(s) 2-(1H-Pyrazol-3-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
SMILES CC1(C)C(C)(C)OB(C2=NNC=C2)O1

Description

This boronate-functionalized pyrazole integrates readily into Suzuki-Miyaura cross-coupling reactions under standard conditions. The tetramethyl-dioxaborolane moiety provides exceptional stability and moisture tolerance, enabling reliable use in diverse synthetic workflows.

Application

3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole serves as a stable, bench-ready boronate building block for Suzuki-Miyaura cross-coupling reactions. Its pyrazole core provides orthogonal reactivity and enhanced solubility, enabling efficient incorporation into heterocyclic scaffolds. The tetramethyl-substituted dioxaborolane moiety ensures high functional group tolerance and minimal protodeboronation, facilitating reliable coupling with aryl, vinyl, and heteroaryl halides under standard catalytic conditions.

Safety Information

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Signal Word : N/A	UN#: N/A
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Hazard Statements : N/A
Precautionary Statements : N/A

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Computational Chemistry Data

TPSA 47.14
LogP 0.7089
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 1

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Pyrazole compounds

Chemical Synthesis Organometallic Reagents Organoboron Boronic Acids and Derivatives

Key Words

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

CAS No. 844501-71-9

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