1-Methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2(1H)-one

CAS No. 1002309-52-5
Cat. No. CS-W004791
Purity≥97%
MDL No.MFCD11044683

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1-Methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2(1H)-one|CS-W004791

Structure of 1002309-52-5

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Description

1-Methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2(1H)-one features a boronate ester group fused to a pyridinone scaffold, enabling efficient cross-coupling under mild conditions. This bench-stable reagent integrates readily into Suzuki-Miyaura reactions, delivering functionalized heterocycles with high regioselectivity and minimal byproduct formation.

Application

1-Methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2(1H)-one serves as a versatile boronate building block for Suzuki-Miyaura cross-coupling reactions. The pyridinone core provides enhanced stability and solubility, while the tetramethyl-substituted dioxaborolane moiety ensures high reactivity and bench stability. It functions effectively in late-stage functionalization of heterocyclic scaffolds, enabling efficient C–C bond formation under mild conditions with excellent functional group tolerance.

General Information

CAS No. 1002309-52-5
Cat. No. CS-W004791
Purity ≥97%
MDL No. MFCD11044683
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₂H₁₈BNO₃
Molecular Weight 235.09
Synonym(s) 2(1H)-PYRIDINONE, 1-METHYL-5-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)-
SMILES O=C1C=CC(B2OC(C)(C)C(C)(C)O2)=CN1C

Computational Chemistry Data

TPSA 40.46
LogP 0.6845
H_Acceptors 4
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-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Key Words

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1-Methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2(1H)-one

CAS No. 1002309-52-5

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