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

Name: 6-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)indolin-2-one
Brand: ChemScene
Availability: InStock
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CAS No. 893441-85-5
Cat. No. CS-W003810
Purity≥97%
MDL No.MFCD11855965

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6-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)indolin-2-one|CS-W003810

Structure of 893441-85-5

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General Information

CAS No. 893441-85-5
Cat. No. CS-W003810
Purity ≥97%
MDL No. MFCD11855965
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₄H₁₈BNO₃
Molecular Weight 259.11
Synonym(s) 6-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1,3-dihydro-2H-indol-2-one
SMILES O=C1Cc2c(N1)cc(cc2)B1OC(C(O1)(C)C)(C)C

Description

This boronate-functionalized indolin-2-one integrates readily into Suzuki-Miyaura coupling reactions under standard conditions. The tetramethyl-1,3,2-dioxaborolane moiety provides exceptional stability and moisture tolerance, enabling efficient C–C bond formation in complex molecule synthesis.

Application

6-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)indolin-2-one serves as a versatile boronate building block for Suzuki-Miyaura cross-coupling reactions. Its indolin-2-one core provides a rigid, pharmacologically relevant scaffold, while the stable tetramethylboronate group enables efficient coupling under mild conditions. The compound exhibits excellent bench stability, tolerance to diverse functional groups, and facilitates rapid diversification in medicinal chemistry and API development workflows.

Synthesis

Route1
- In-stock
  
  99365-40-9
- In-stock
  
  73183-34-3
- ~40%
- In-stock
  
  893441-85-5
References
- KATHOLIEKE UNIVERSITEIT LEUVEN; CHALTIN, Patrick; DEBYSER, Zeger; DE MAEYER, Marc; MARCHAND, Arnaud; MARCHAND, Damien; SMETS, Wim; VOET, Arnout; CHRIST, Frauke Patent: WO2011/15641 A1, 2011 ; Location in patent: Page/Page column 128 ;

Safety Information

Download SDS

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 47.56
LogP 1.4804
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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6-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)indolin-2-one

CAS No. 893441-85-5

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