7-(Tetramethyl-1,3,2-dioxaborolan-2-yl)-2,3-dihydro-1H-indole

CAS No. 1879959-77-9
Cat. No. CS-0177136
Molecule weight245.13
Purity≥95%
MDL No.None

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7-(Tetramethyl-1,3,2-dioxaborolan-2-yl)-2,3-dihydro-1H-indole|CS-0177136

Structure of 1879959-77-9

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General Information

CAS No. 1879959-77-9
Cat. No. CS-0177136
Purity ≥95%
MDL No. None
Storage -20°C, sealed storage, away from moisture
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₄H₂₀BNO₂
Molecular Weight 245.13
Synonym(s) 7-(4,4,5,5-Tetramethyl-[1,3,2]dioxaborolan-2-yl)-2,3-dihydro-1H-indole
SMILES CC1(C)OB(C2=CC=CC3=C2NCC3)OC1(C)C

Description

7-(Tetramethyl-1,3,2-dioxaborolan-2-yl)-2,3-dihydro-1H-indole features a boronate ester group fused to a dihydroindole scaffold, enabling efficient cross-coupling under mild conditions. This bench-stable reagent integrates readily into Suzuki-Miyaura reactions, delivering complex heterocyclic architectures with high functional group tolerance.

Application

7-(Tetramethyl-1,3,2-dioxaborolan-2-yl)-2,3-dihydro-1H-indole serves as a versatile boron-containing building block for Suzuki-Miyaura cross-coupling reactions. The tetramethylborolane group enables efficient coupling under mild conditions, with excellent functional group tolerance and bench stability. It facilitates rapid access to substituted indoline scaffolds commonly found in bioactive molecules, offering reliable yields and straightforward purification, making it ideal for medicinal chemistry and process development workflows.

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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Computational Chemistry Data

TPSA 30.49
LogP 1.9538
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 1

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Indolin compounds

Key Words

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7-(Tetramethyl-1,3,2-dioxaborolan-2-yl)-2,3-dihydro-1H-indole

CAS No. 1879959-77-9

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