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

Name: 1,5-dimethyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole
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CAS No. 1036991-40-8
Cat. No. CS-W000784
Purity≥97%
MDL No.MFCD09864189

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1,5-dimethyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole|CS-W000784

Structure of 1036991-40-8

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Description

1,5-Dimethyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole features a boronate ester group flanked by methyl-substituted pyrazole rings, delivering enhanced stability and reactivity in Suzuki-Miyaura coupling. This bench-stable reagent integrates seamlessly into C–C bond formation workflows, enabling efficient access to functionalized heterocycles under standard conditions.

Application

1,5-Dimethyl-4-(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. The pyrazole core provides orthogonal reactivity and metabolic stability, while the tetramethyl-substituted dioxaborolane enhances air and moisture tolerance. It facilitates efficient C–C bond formation with aryl and heteroaryl halides, enabling rapid access to functionalized heterocyclic scaffolds in medicinal chemistry and materials science applications.

General Information

CAS No. 1036991-40-8
Cat. No. CS-W000784
Purity ≥97%
MDL No. MFCD09864189
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₁H₁₉BN₂O₂
Molecular Weight 222.09
Synonym(s) 2-(1,5-Dimethyl-1H-pyrazol-4-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
SMILES Cc1c(cnn1C)B1OC(C)(C)C(C)(C)O1

Computational Chemistry Data

TPSA 36.28
LogP 1.02772
H_Acceptors 4
H_Donors 0
Rotatable_Bonds 1

Safety Information

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GHS Pictogram :	GHS No : GHS06
Signal Word : Danger	UN#: 2811
Class : 6.1	Packing Group : Ⅲ
Hazard Statements : H301
Precautionary Statements : P264-P270-P330-P405-P501

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Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Pyrazole compounds

Chemical Synthesis Organometallic Reagents Organoboron Boronic Acids and Derivatives

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

CAS No. 1036991-40-8

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