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

Name: 3-Phenoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine
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CAS No. 1309981-45-0
Cat. No. CS-0061102
Purity≥97%
MDL No.None

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3-Phenoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine|CS-0061102

Structure of 1309981-45-0

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Description

3-Phenoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine is a boronate-functionalized pyridine derivative featuring a phenoxy substituent at the 3-position. This bench-stable reagent integrates seamlessly into Suzuki-Miyaura coupling reactions, enabling efficient carbon-carbon bond formation under mild conditions. The tetramethyl-1,3,2-dioxaborolane moiety enhances stability and reactivity, while the electron-deficient pyridine ring facilitates selective functionalization in complex synthetic sequences.

Application

3-Phenoxy-5-(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 provides a robust platform for C–C bond formation, while the phenoxy substituent offers enhanced solubility and stability. The pinacol boronate ester group enables reliable coupling under mild conditions, with excellent functional group tolerance and ease of purification. This reagent is well-suited for constructing complex heterocyclic scaffolds in medicinal chemistry and materials science applications.

General Information

CAS No. 1309981-45-0
Cat. No. CS-0061102
Purity ≥97%
MDL No. None
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₇H₂₀BNO₃
Molecular Weight 297.16
Synonym(s) 5-Phenoxypyridine-3-boronic acid pinacol ester
SMILES CC1(C)C(C)(C)OB(C2=CC(=CN=C2)OC3=CC=CC=C3)O1

Computational Chemistry Data

TPSA 40.58
LogP 3.1731
H_Acceptors 4
H_Donors 0
Rotatable_Bonds 3

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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Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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

CAS No. 1309981-45-0

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