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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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

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.

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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Computational Chemistry Data

TPSA 31.35
LogP 2.6783
H_Acceptors 3
H_Donors 0
Rotatable_Bonds 1

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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