(2-OXO-1,2,3,4-TETRAHYDROQUINOLIN-6-YL)BORONIC ACID PINACOL ESTER

Name: (2-OXO-1,2,3,4-TETRAHYDROQUINOLIN-6-YL)BORONIC ACID PINACOL ESTER
Brand: ChemScene
Availability: InStock
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CAS No. 400620-72-6
Cat. No. CS-W000533
Purity≥97%
MDL No.None

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
Accessible (Haz class 3, 4, 5 or 8), International	$238.00+

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(2-OXO-1,2,3,4-TETRAHYDROQUINOLIN-6-YL)BORONIC ACID PINACOL ESTER|CS-W000533

Structure of 400620-72-6

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General Information

CAS No. 400620-72-6
Cat. No. CS-W000533
Purity ≥97%
MDL No. None
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₅H₂₀BNO₃
Molecular Weight 273.14
Synonym(s) 6-(tetraMethyl-1,3,2-dioxaborolan-2-yl)-1,2,3,4-tetrahydroquinolin-2-one
SMILES CC1(C)OB(OC1(C)C)c1ccc2NC(=O)CCc2c1

Description

6-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-3,4-dihydroquinolin-2(1H)-one integrates a boronate ester handle with a sterically protected dihydroquinolinone core, enabling efficient cross-coupling under mild conditions. This bench-stable reagent facilitates the construction of biologically relevant heterocyclic scaffolds in synthetic and medicinal chemistry workflows.

Application

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. Its stability under ambient conditions and compatibility with diverse functional groups enable efficient construction of biaryl scaffolds. The dihydroquinolinone core provides a rigid, polar framework suitable for medicinal chemistry applications, while the tetramethylboronate moiety facilitates reliable coupling without requiring extensive optimization.

Synthesis

Route1
- In-stock
  
  3279-90-1
- In-stock
  
  73183-34-3
- ~%
- In-stock
  
  400620-72-6
References
- Bender, David Michael; Forman, Scott Louis; Jones, Winton Dennis; Smith, Daryl Lynn; Zarrinmayeh, Hamideh; Zimmerman, Dennis Michael Patent: US2003/225127 A1, 2003 ; Location in patent: Page 9 ;

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 1.8705
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 1

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Tetrahydroquinoline compounds

Key Words

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(2-OXO-1,2,3,4-TETRAHYDROQUINOLIN-6-YL)BORONIC ACID PINACOL ESTER

CAS No. 400620-72-6

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