4-(2,3-dimethylphenoxy)-1-(5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3,4-dihydroquinolin-1(2H)-yl)butan-1-one

Base Information

Chemical Name:4-(2,3-dimethylphenoxy)-1-(5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3,4-dihydroquinolin-1(2H)-yl)butan-1-one
CAS No.:1404431-43-1
Molecular Formula:C₂₇H₃₆BNO₄
Molecular Weight:449.398
Hs Code.:

Synonyms:4-(2,3-dimethylphenoxy)-1-(5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3,4-dihydroquinolin-1(2H)-yl)butan-1-one

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Chemical Property of 4-(2,3-dimethylphenoxy)-1-(5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3,4-dihydroquinolin-1(2H)-yl)butan-1-one

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Technology Process of 4-(2,3-dimethylphenoxy)-1-(5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3,4-dihydroquinolin-1(2H)-yl)butan-1-one

There total 2 articles about 4-(2,3-dimethylphenoxy)-1-(5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3,4-dihydroquinolin-1(2H)-yl)butan-1-one which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 97.0%

: 1-(5-bromo-3,4-dihydroquinolin-1(2H)-yl)-4-(2,3-dimethylphenoxy)butan-1-one

: 73183-34-3
bis(pinacol)diborane

: 1404431-43-1
4-(2,3-dimethylphenoxy)-1-(5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3,4-dihydroquinolin-1(2H)-yl)butan-1-one

Guidance literature:: 1-(5-bromo-3,4-dihydroquinolin-1(2H)-yl)-4-(2,3-dimethylphenoxy)butan-1-one; bis(pinacol)diborane; With potassium carbonate; In tetrahydrofuran; for 0.0833333h; Inert atmosphere;

dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; In tetrahydrofuran; at 80 ℃; for 16h; Inert atmosphere;

Reference yield:

: 526-75-0
2,3-Dimethylphenol

: 1404431-43-1
4-(2,3-dimethylphenoxy)-1-(5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3,4-dihydroquinolin-1(2H)-yl)butan-1-one

Guidance literature:: Multi-step reaction with 4 steps

1.1: potassium carbonate; tetra-(n-butyl)ammonium iodide / tetrahydrofuran / 20 h / 60 °C

2.1: lithium hydroxide / 1,4-dioxane / 4 h / 60 °C

2.2: 20 °C / pH 2 - 3

3.1: N-ethyl-N,N-diisopropylamine; propylphosphonic acid / ethyl acetate / 0 - 20 °C

4.1: potassium carbonate / tetrahydrofuran / 0.08 h / Inert atmosphere

4.2: 16 h / 80 °C / Inert atmosphere

With propylphosphonic acid; tetra-(n-butyl)ammonium iodide; potassium carbonate; N-ethyl-N,N-diisopropylamine; lithium hydroxide; In tetrahydrofuran; 1,4-dioxane; ethyl acetate;

Reference yield: 87.0%

: 1404431-43-1
4-(2,3-dimethylphenoxy)-1-(5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3,4-dihydroquinolin-1(2H)-yl)butan-1-one

: 29681-42-3
methyl 4-bromopyridine-2-carboxylate

: 1404431-44-2
methyl 4-(1-(4-(2,3-dimethylphenoxy)butanoyl)-1,2,3,4-tetrahydroquinolin-5-yl)picolinate

Guidance literature:: With potassium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In 1,4-dioxane; water; at 90 ℃; for 16h; Inert atmosphere; Sealed vial;