2-(Tert-butoxy)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine

Name: 2-(Tert-butoxy)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine
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CAS No. 1421341-09-4
Cat. No. CS-0497261
Purity≥96%
MDL No.MFCD11878215

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2-(Tert-butoxy)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine|CS-0497261

Structure of 1421341-09-4

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General Information

CAS No. 1421341-09-4
Cat. No. CS-0497261
Purity ≥96%
MDL No. MFCD11878215
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₅H₂₄BNO₃
Molecular Weight 277.17
Synonym(s) 2-tert-Butoxy-5-(4,4,5,5-tetraMethyl-[1,3,2]dioxaborolan-2-yl)-pyridine
SMILES CC(C)(C)OC1=NC=C(C=C1)B2OC(C)(C)C(C)(C)O2

Description

This boronate reagent features a pyridine core functionalized with a tert-butoxy group and a tetramethyl-1,3,2-dioxaborolane moiety. The electron-deficient pyridine ring enhances coupling efficiency in palladium-catalyzed cross-coupling reactions. The dioxaborolane unit provides excellent stability and compatibility under standard conditions, enabling reliable C–C bond formation in complex molecular architectures.

Application

2-(Tert-butoxy)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine serves as a versatile boronate building block for Suzuki-Miyaura cross-coupling reactions. The tert-butoxy group enhances solubility and stability, while the pinacol boronate moiety enables reliable coupling under mild conditions. This reagent exhibits excellent functional group tolerance and bench stability, facilitating efficient construction of biaryl scaffolds and heterocyclic frameworks 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 : H315-H319
Precautionary Statements : P264-P280-P302+P352-P362+P364

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Computational Chemistry Data

TPSA 40.58
LogP 2.5581
H_Acceptors 4
H_Donors 0
Rotatable_Bonds 2

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Key Words

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2-(Tert-butoxy)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine

CAS No. 1421341-09-4

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