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

Name: 2-Methoxy-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine
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CAS No. 408502-23-8
Cat. No. CS-W005511
Purity≥96%
MDL No.MFCD07368867

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2-Methoxy-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine|CS-W005511

Structure of 408502-23-8

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General Information

CAS No. 408502-23-8
Cat. No. CS-W005511
Purity ≥96%
MDL No. MFCD07368867
Storage -20°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₂H₁₈BNO₃
Molecular Weight 235.09
Synonym(s) 2-Methoxy-4-pyridylboronic Acid Pinacol Ester
SMILES COC1=NC=CC(B(OC2(C)C)OC2(C)C)=C1

Description

2-Methoxy-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine features a boronate ester group enabling reliable Suzuki-Miyaura coupling under standard conditions. The methoxy substituent enhances electron density at the pyridine ring, improving reactivity in cross-coupling reactions. This bench-stable reagent integrates readily into complex molecular architectures with minimal handling complexity.

Application

2-Methoxy-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 pyridylboronate moiety enables efficient C–C bond formation under mild conditions, while the 2-methoxy group enhances solubility and modulates electronic properties. Bench-stable and readily purified, it functions reliably in the construction of functionalized heterocyclic scaffolds and biaryl architectures common in medicinal chemistry and materials science.

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-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

TPSA 40.58
LogP 1.3894
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-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine

CAS No. 408502-23-8

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