N-(5-(4-ethynylquinolin-6-yl)-2-methoxypyridin-3-yl)-2,4-difluorobenzenesulfonamide

Base Information

Chemical Name:N-(5-(4-ethynylquinolin-6-yl)-2-methoxypyridin-3-yl)-2,4-difluorobenzenesulfonamide
CAS No.:1551453-47-4
Molecular Formula:C₂₃H₁₅F₂N₃O₃S
Molecular Weight:451.453
Hs Code.:

Synonyms:N-(5-(4-ethynylquinolin-6-yl)-2-methoxypyridin-3-yl)-2,4-difluorobenzenesulfonamide

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Chemical Property of N-(5-(4-ethynylquinolin-6-yl)-2-methoxypyridin-3-yl)-2,4-difluorobenzenesulfonamide

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Technology Process of N-(5-(4-ethynylquinolin-6-yl)-2-methoxypyridin-3-yl)-2,4-difluorobenzenesulfonamide

There total 12 articles about N-(5-(4-ethynylquinolin-6-yl)-2-methoxypyridin-3-yl)-2,4-difluorobenzenesulfonamide 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: 43.3%

: 1551454-59-1
2,4-difluoro-N-(2-methoxy-5-(4-((trimethylsilyl)ethynyl)quinolin-6-yl)pyridin-3-yl)benzenesulfonamide

: 1551453-47-4
N-(5-(4-ethynylquinolin-6-yl)-2-methoxypyridin-3-yl)-2,4-difluorobenzenesulfonamide

Guidance literature:: With potassium hydroxide; In tetrahydrofuran; methanol; at 20 ℃; for 2h;

Reference yield:

: 67443-38-3
5-bromo-2-chloro-3-nitropyridine

: 1551453-47-4
N-(5-(4-ethynylquinolin-6-yl)-2-methoxypyridin-3-yl)-2,4-difluorobenzenesulfonamide

Guidance literature:: Multi-step reaction with 6 steps

1.1: sodium methylate / 19 h / 0 - 20 °C

2.1: iron; ammonium chloride / ethanol; water / 1 h / Reflux

3.1: pyridine / 24 h / 23 °C

3.2: 1 h / 23 °C

4.1: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium acetate / 1,4-dioxane / 3 h / 90 °C / Inert atmosphere

5.1: bis-triphenylphosphine-palladium(II) chloride; sodium carbonate / water; 1,4-dioxane / 0.5 h / 90 °C / Inert atmosphere

6.1: potassium hydroxide / methanol; tetrahydrofuran / 2 h / 20 °C

With pyridine; bis-triphenylphosphine-palladium(II) chloride; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; sodium methylate; potassium acetate; iron; sodium carbonate; ammonium chloride; potassium hydroxide; In tetrahydrofuran; 1,4-dioxane; methanol; ethanol; water; 5.1: |Suzuki Coupling;

Reference yield:

: 145369-94-4
6-bromoquinolin-4-ol

: 1551453-47-4
N-(5-(4-ethynylquinolin-6-yl)-2-methoxypyridin-3-yl)-2,4-difluorobenzenesulfonamide

Guidance literature:: Multi-step reaction with 6 steps

1: trichlorophosphate / toluene / 4 h / 115 °C

2: hydrogenchloride / tetrahydrofuran; diethyl ether / 0.5 h / 20 °C

3: sodium iodide / 96 h / Reflux

4: bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine / N,N-dimethyl-formamide / 0.33 h / 20 °C / Inert atmosphere

5: bis-triphenylphosphine-palladium(II) chloride; sodium carbonate / water; 1,4-dioxane / 0.5 h / 90 °C / Inert atmosphere

6: potassium hydroxide / methanol; tetrahydrofuran / 2 h / 20 °C

With hydrogenchloride; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; sodium carbonate; triethylamine; sodium iodide; potassium hydroxide; trichlorophosphate; In tetrahydrofuran; 1,4-dioxane; methanol; diethyl ether; water; N,N-dimethyl-formamide; toluene; 5: |Suzuki Coupling;