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

Name: 2,3-Dimethyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine
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CAS No. 741709-65-9
Cat. No. CS-0173969
Purity≥97%
MDL No.None

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2,3-Dimethyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine|CS-0173969

Structure of 741709-65-9

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Description

This boronate-functionalized pyridine features a sterically shielded tetramethyl dioxaborolane group enabling robust coupling in Suzuki-Miyaura reactions. The dimethyl substitution enhances solubility and stability under standard conditions, facilitating efficient cross-coupling without catalyst poisoning.

Application

2,3-Dimethyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine serves as a stable, bench-friendly boronate building block for Suzuki-Miyaura cross-coupling reactions. Its sterically accessible boronate group enables efficient coupling with aryl and heteroaryl halides under mild conditions, while the 2,3-dimethylpyridine core provides a versatile scaffold for further functionalization. The tetramethyl-substituted dioxaborolane enhances stability and minimizes protodeboronation, facilitating purification and handling in synthetic workflows.

General Information

CAS No. 741709-65-9
Cat. No. CS-0173969
Purity ≥97%
MDL No. None
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₃H₂₀BNO₂
Molecular Weight 233.11
Synonym(s) None
SMILES N=1C=C(C=C(C1C)C)B2OC(C)(C)C(O2)(C)C

Computational Chemistry Data

TPSA 31.35
LogP 1.99764
H_Acceptors 3
H_Donors 0
Rotatable_Bonds 1

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-P330-P362+P364-P405-P501

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Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Key Words

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

CAS No. 741709-65-9

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