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

Name: 1-Methyl-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indole
Brand: ChemScene
Availability: InStock
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CAS No. 596819-10-2
Cat. No. CS-0176236
Purity≥98%
MDL No.None

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1-Methyl-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indole|CS-0176236

Structure of 596819-10-2

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Description

1-Methyl-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indole delivers a boronate-functionalized indole scaffold with enhanced stability and compatibility in cross-coupling reactions. The tetramethylboronate moiety enables efficient Suzuki-Miyaura coupling under mild conditions, while the methylated indole core ensures improved solubility and resistance to hydrolysis. This compound serves as a robust building block for constructing complex heterocyclic architectures in medicinal chemistry and materials science.

Application

1-Methyl-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indole serves as a stable, bench-ready boronate building block for Suzuki-Miyaura cross-coupling reactions. The tetramethyl-substituted dioxaborolane moiety enhances reactivity and functional group tolerance, enabling efficient C–C bond formation under mild conditions. Its indole core provides a versatile scaffold for medicinal chemistry applications, particularly in the synthesis of heterocyclic compounds and bioactive molecules.

General Information

CAS No. 596819-10-2
Cat. No. CS-0176236
Purity ≥98%
MDL No. None
Storage -20°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₅H₂₀BNO₂
Molecular Weight 257.14
Synonym(s) N-methyl-2-(4,4,5,5-tetramethyldioxaborolan-2-yl)indole
SMILES O1B(OC(C)(C)C1(C)C)C2=CC=3C=CC=CC3N2C

Computational Chemistry Data

TPSA 23.39
LogP 2.4775
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 Indole compounds

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

CAS No. 596819-10-2

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