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CS-W001157 4
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5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-3,4-dihydroquinolin-2(1H)-one

  • CAS No. 2446617-95-2

  • Cat. No. CS-0471013
  • Molecule weight273.14
  • Purity≥97%
  • MDL No.MFCD22543798

*For research and further manufacturing use only, not for direct human use.

5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-3,4-dihydroquinolin-2(1H)-one|CS-0471013

Structure of 2446617-95-2

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General Information

  • CAS No. 2446617-95-2
  • Cat. No. CS-0471013
  • Purity ≥97%
  • MDL No. MFCD22543798
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₅H₂₀BNO₃
  • Molecular Weight 273.14
  • Synonym(s) None
  • SMILES O=C1NC2=C(CC1)C(=CC=C2)B3OC(C)(C)C(C)(C)O3

Description

This boronate-functionalized dihydroquinolinone integrates seamlessly into cross-coupling reactions under mild conditions. The tetramethyl-1,3,2-dioxaborolane moiety enables efficient Suzuki-Miyaura coupling, while the lactam core provides structural rigidity and enhanced solubility in polar organic solvents.

Application

5-(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. The tetramethylboronate moiety enables stable, bench-ready handling and broad functional group tolerance. It facilitates efficient C–C bond formation with aryl, heteroaryl, and vinyl halides under standard catalytic conditions, enabling rapid access to substituted quinolinone scaffolds commonly found in medicinal chemistry and agrochemical research.

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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Computational Chemistry Data

  • TPSA   47.56
  • LogP   1.8705
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   1

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