1-Methyl-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3,4-dihydroquinolin-2(1H)-one

Name: 1-Methyl-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3,4-dihydroquinolin-2(1H)-one
Brand: ChemScene
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CAS No. 1427587-32-3
Cat. No. CS-0054857
Purity≥97%
MDL No.None

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1-Methyl-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3,4-dihydroquinolin-2(1H)-one|CS-0054857

Structure of 1427587-32-3

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Description

1-Methyl-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3,4-dihydroquinolin-2(1H)-one features a boronate ester handle enabling efficient Suzuki-Miyaura cross-coupling. This bench-stable, moisture-tolerant building block integrates readily into complex heterocyclic scaffolds. The electron-deficient dihydroquinolinone core pairs effectively with diverse partners under mild conditions.

Application

1-Methyl-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3,4-dihydroquinolin-2(1H)-one serves as a versatile boronate building block for Suzuki-Miyaura cross-coupling reactions. The tetramethylboronate moiety enables stable, bench-friendly handling and high functional group tolerance. It facilitates efficient C–C bond formation with aryl and heteroaryl halides, enabling rapid access to substituted dihydroquinolinone scaffolds relevant in medicinal chemistry and process development.

General Information

CAS No. 1427587-32-3
Cat. No. CS-0054857
Purity ≥97%
MDL No. None
Storage 4°C, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₆H₂₂BNO₃
Molecular Weight 287.16
Synonym(s) 1-methyl-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3,4-dihydroquinolin-2-one
SMILES O=C1N(C)C2=C(C=C(B3OC(C)(C)C(C)(C)O3)C=C2)CC1

Computational Chemistry Data

TPSA 38.77
LogP 1.8948
H_Acceptors 3
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-P330-P362+P364-P405-P501

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Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Tetrahydroquinoline compounds

Key Words

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1-Methyl-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3,4-dihydroquinolin-2(1H)-one

CAS No. 1427587-32-3

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