6-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)isoquinolin-1(2h)-one

Name: 6-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)isoquinolin-1(2h)-one
Brand: ChemScene
Availability: InStock
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CAS No. 1219130-56-9
Cat. No. CS-0174968
Purity≥97%
MDL No.None

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6-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)isoquinolin-1(2h)-one|CS-0174968

Structure of 1219130-56-9

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Description

6-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)isoquinolin-1(2H)-one delivers a boronate-functionalized isoquinolinone scaffold with enhanced stability and compatibility in cross-coupling reactions. This bench-stable reagent integrates seamlessly into Suzuki-Miyaura protocols, enabling efficient C–C bond formation under mild conditions. The tetramethyl-1,3,2-dioxaborolane moiety ensures high reactivity and low byproduct formation, while the electron-deficient isoquinolinone core facilitates selective coupling.

Application

6-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)isoquinolin-1(2H)-one serves as a versatile boronate building block for palladium-catalyzed cross-coupling reactions. Its isoquinolin-1(2H)-one core provides a rigid, electron-deficient scaffold with enhanced metabolic stability, enabling efficient incorporation into complex molecular architectures. The tetramethylborolane moiety ensures excellent bench stability, low toxicity, and compatibility with diverse functional groups, facilitating rapid diversification in medicinal chemistry campaigns and materials synthesis.

General Information

CAS No. 1219130-56-9
Cat. No. CS-0174968
Purity ≥97%
MDL No. None
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₅H₁₈BNO₃
Molecular Weight 271.12
Synonym(s) 6-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-2H-isoquinolin-1-one
SMILES CC1(C(C)(OB(O1)C2=CC3=C(C(NC=C3)=O)C=C2)C)C

Computational Chemistry Data

TPSA 51.32
LogP 1.8273
H_Acceptors 3
H_Donors 1
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 : H315-H319-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362+P364-P405-P501

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Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Isoquinoline compounds

Key Words

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6-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)isoquinolin-1(2h)-one

CAS No. 1219130-56-9

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