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

Name: 2-(Tert-butyl)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine
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CAS No. 2223047-95-6
Cat. No. CS-0279316
Purity≥97%
MDL No.None

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2-(Tert-butyl)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine|CS-0279316

Structure of 2223047-95-6

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Description

This boronate-functionalized pyridine features a sterically hindered tert-butyl group that enhances stability and solubility. The tetramethyl-1,3,2-dioxaborolane moiety enables efficient Suzuki-Miyaura coupling under standard conditions, delivering high yields in C–C bond formation. Ideal for constructing complex heterocyclic architectures in medicinal chemistry and materials science.

Application

2-(Tert-butyl)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine serves as a stable, bench-ready boronate building block for palladium-catalyzed cross-coupling reactions. The tert-butyl group enhances solubility and steric protection, while the pinacol boronate moiety enables reliable Suzuki-Miyaura coupling under mild conditions. Its functional group tolerance and ease of purification make it ideal for constructing complex heterocyclic scaffolds in medicinal chemistry and materials synthesis workflows.

General Information

CAS No. 2223047-95-6
Cat. No. CS-0279316
Purity ≥97%
MDL No. None
Storage -20°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₅H₂₄BNO₂
Molecular Weight 261.17
Synonym(s) 6-(TERT-BUTYL)PYRIDINE-3-BORONIC ACID PINACOL ESTER
SMILES CC1(C)OB(C2=CN=C(C(C)(C)C)C=C2)OC1(C)C

Computational Chemistry Data

TPSA 31.35
LogP 2.6783
H_Acceptors 3
H_Donors 0
Rotatable_Bonds 1

Safety Information

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GHS Pictogram : N/A	GHS No : N/A
Signal Word : N/A	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : N/A
Precautionary Statements : N/A

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Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Key Words

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

CAS No. 2223047-95-6

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