2-Methoxy-6-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine

Name: 2-Methoxy-6-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine
Brand: ChemScene
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CAS No. 1083168-87-9
Cat. No. CS-0175817
Purity≥95%
MDL No.None

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2-Methoxy-6-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine|CS-0175817

Structure of 1083168-87-9

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General Information

CAS No. 1083168-87-9
Cat. No. CS-0175817
Purity ≥95%
MDL No. None
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₃H₂₀BNO₃
Molecular Weight 249.11
Synonym(s) 2-Methoxy-6-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-pyridine
SMILES CC1=CC(B2OC(C)(C(C)(O2)C)C)=CC(OC)=N1

Description

This boronate-functionalized pyridine integrates readily into Suzuki-Miyaura coupling reactions under standard conditions. The methoxy and methyl groups enhance electron density at the reaction site, while the tetramethylborolane moiety ensures stability and compatibility with aqueous or protic solvents. Ideal for constructing complex heteroaromatic architectures in medicinal chemistry and materials science.

Application

2-Methoxy-6-methyl-4-(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 pyridine core enables transition-metal-catalyzed C–C bond formation under mild conditions, while the methoxy and methyl groups provide electronic modulation and steric control. The tetramethyl-substituted dioxaborolane moiety ensures excellent bench stability, ease of handling, and compatibility with diverse reaction partners, facilitating efficient synthesis of functionalized heterocycles and complex molecular architectures in medicinal chemistry and materials science applications.

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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Computational Chemistry Data

TPSA 40.58
LogP 1.69782
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-Methoxy-6-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine

CAS No. 1083168-87-9

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