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

Name: 2-Methoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine
Brand: ChemScene
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CAS No. 445264-61-9
Cat. No. CS-W008133
Purity≥96%
MDL No.MFCD05663858

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2-Methoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine|CS-W008133

Structure of 445264-61-9

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Description

2-Methoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine features a boronate ester group that enables reliable Suzuki-Miyaura coupling under mild conditions. The methoxy substituent enhances solubility and electronic modulation, while the tetramethyl-substituted dioxaborolane imparts excellent stability and resistance to hydrolysis. This reagent integrates seamlessly into complex molecular architectures with minimal side reactions.

Application

2-Methoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine serves as a versatile boron-containing building block for Suzuki-Miyaura cross-coupling reactions. The pyridylborane moiety enables efficient C–C bond formation under mild conditions, while the 2-methoxy group provides electronic modulation and enhances solubility. Bench-stable and compatible with a range of functional groups, it facilitates the construction of complex heterocyclic scaffolds and biaryl architectures common in medicinal chemistry and materials science.

General Information

CAS No. 445264-61-9
Cat. No. CS-W008133
Purity ≥96%
MDL No. MFCD05663858
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₂H₁₈BNO₃
Molecular Weight 235.09
Synonym(s) 6-Methoxypyridine-3-boronic acid pinacol ester
SMILES COC1=CC=C(C=N1)B1OC(C)(C)C(C)(C)O1

Computational Chemistry Data

TPSA 40.58
LogP 1.3894
H_Acceptors 4
H_Donors 0
Rotatable_Bonds 2

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

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Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Chemical Synthesis Organometallic Reagents Organoboron Boronic Acids and Derivatives

Key Words

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

CAS No. 445264-61-9

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