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

Name: 1-Benzyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole
Brand: ChemScene
Availability: InStock
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CAS No. 1362243-50-2
Cat. No. CS-0173844
Purity≥98%
MDL No.None

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Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
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1-Benzyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole|CS-0173844

Structure of 1362243-50-2

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General Information

CAS No. 1362243-50-2
Cat. No. CS-0173844
Purity ≥98%
MDL No. None
Storage -20°C, sealed storage, away from moisture
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₆H₂₁BN₂O₂
Molecular Weight 284.16
Synonym(s) 1-benzyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrazole
SMILES CC1(C(C)(OB(O1)C2=CC=NN2CC3=CC=CC=C3)C)C

Description

1-Benzyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole is a bench-stable boronate ester featuring a pyrazole core functionalized with a benzyl group and a tetramethyl-substituted dioxaborolane moiety. This combination enables efficient Suzuki-Miyaura coupling under standard conditions, delivering rapid access to biaryl architectures. The sterically protected boronate enhances stability during storage and handling, while the electron-rich pyrazole framework supports predictable reactivity in cross-coupling transformations.

Application

1-Benzyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-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 pinacol boronate ester enables robust coupling under mild conditions. Bench-stable and compatible with diverse functional groups, it facilitates efficient construction of biaryl and heteroaryl scaffolds in medicinal chemistry and materials synthesis.

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

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Computational Chemistry Data

TPSA 36.28
LogP 2.2306
H_Acceptors 4
H_Donors 0
Rotatable_Bonds 3

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Pyrazole compounds

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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

CAS No. 1362243-50-2

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