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

Name: 1-Benzyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2(1H)-one
Brand: ChemScene
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CAS No. 870067-55-3
Cat. No. CS-0119369
Purity≥97%
MDL No.None

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1-Benzyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2(1H)-one|CS-0119369

Structure of 870067-55-3

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General Information

CAS No. 870067-55-3
Cat. No. CS-0119369
Purity ≥97%
MDL No. None
Storage -20°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₈H₂₂BNO₃
Molecular Weight 311.18
Synonym(s) 1-BENZYL-4-(4,4,5,5-TETRAMETHYL-[1,3,2]DIOXABOROLAN-2-YL)-1H-PYRIDIN-2-ONE
SMILES O=C1C=C(B2OC(C)(C)C(C)(C)O2)C=CN1CC3=CC=CC=C3

Description

1-Benzyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2(1H)-one is a bench-stable boronate ester featuring a pyridinone core and a benzyl group at the 1-position. This compound integrates readily into Suzuki-Miyaura coupling reactions under standard conditions, enabling efficient C–C bond formation with aryl halides. The tetramethyl-1,3,2-dioxaborolane moiety enhances stability and reactivity, while the para-substituted pyridinone scaffold provides directional control in cross-coupling processes.

Application

1-Benzyl-4-(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 pyridin-2(1H)-one core provides enhanced stability and functional group compatibility, while the pinacol boronate moiety enables efficient coupling under mild conditions. Bench-stable and readily purified by flash chromatography, it facilitates the construction of biaryl scaffolds 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
Precautionary Statements : P264-P270-P330-P501

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Computational Chemistry Data

TPSA 40.46
LogP 2.1958
H_Acceptors 4
H_Donors 0
Rotatable_Bonds 3

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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

CAS No. 870067-55-3

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