2,4-difluoro-N-[2-(methyloxy)-5-(2-({[4-(methyloxy)phenyl]methyl}amino)-3-{[3-(methylsulfonyl)phenyl]amino}-6-quinolinyl)-3-pyridinyl]benzenesulfonamide

Base Information

• Chemical Name: 2,4-difluoro-N-[2-(methyloxy)-5-(2-({[4-(methyloxy)phenyl]methyl}amino)-3-{[3-(methylsulfonyl)phenyl]amino}-6-quinolinyl)-3-pyridinyl]benzenesulfonamide
• CAS No.: 1366128-02-0
• Molecular Formula: C₃₆H₃₁F₂N₅O₆S₂
• Molecular Weight: 731.801
• Mol file: 1366128-02-0.mol

Synonyms:2,4-difluoro-N-[2-(methyloxy)-5-(2-({[4-(methyloxy)phenyl]methyl}amino)-3-{[3-(methylsulfonyl)phenyl]amino}-6-quinolinyl)-3-pyridinyl]benzenesulfonamide

Chemical Property of 2,4-difluoro-N-[2-(methyloxy)-5-(2-({[4-(methyloxy)phenyl]methyl}amino)-3-{[3-(methylsulfonyl)phenyl]amino}-6-quinolinyl)-3-pyridinyl]benzenesulfonamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2,4-difluoro-N-[2-(methyloxy)-5-(2-({[4-(methyloxy)phenyl]methyl}amino)-3-{[3-(methylsulfonyl)phenyl]amino}-6-quinolinyl)-3-pyridinyl]benzenesulfonamide

There total 7 articles about 2,4-difluoro-N-[2-(methyloxy)-5-(2-({[4-(methyloxy)phenyl]methyl}amino)-3-{[3-(methylsulfonyl)phenyl]amino}-6-quinolinyl)-3-pyridinyl]benzenesulfonamide 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: 21.0%

3-(methylsulfonyl)aniline (35216-39-8) + N-[5-[3-bromo-2-({[4-(methyloxy)phenyl]methyl}amino)-6-quinolinyl]-2-(methyloxy)-3-pyridinyl]-2,4-difluorobenzenesulfonamide (1366127-98-1) → 2,4-difluoro-N-[2-(methyloxy)-5-(2-({[4-(methyloxy)phenyl]methyl}amino)-3-{[3-(methylsulfonyl)phenyl]amino}-6-quinolinyl)-3-pyridinyl]benzenesulfonamide (1366128-02-0)

Guidance literature:

With caesium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; bis(dibenzylideneacetone)-palladium⁽⁰⁾; In 1,4-dioxane; at 100 ℃; for 16h;

Reference yield:

p-aminoiodobenzene (540-37-4) → 2,4-difluoro-N-[2-(methyloxy)-5-(2-({[4-(methyloxy)phenyl]methyl}amino)-3-{[3-(methylsulfonyl)phenyl]amino}-6-quinolinyl)-3-pyridinyl]benzenesulfonamide (1366128-02-0)

Guidance literature:

Multi-step reaction with 7 steps

1: pyridine / dichloromethane / 2 h / 20 °C

2: sulfuric acid / 2 h / 0 - 20 °C

3: N-Bromosuccinimide / dichloromethane; N,N-dimethyl-formamide / 22 h / 20 °C

4: trichlorophosphate / 1 h / 100 °C

5: triethylamine / butan-1-ol / 29 h / 135 °C / Sealed tube

6: sodium carbonate / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / tetrahydrofuran; water / 60 °C / Inert atmosphere

7: caesium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene / bis(dibenzylideneacetone)-palladium⁽⁰⁾ / 1,4-dioxane / 16 h / 100 °C

With pyridine; N-Bromosuccinimide; sulfuric acid; sodium carbonate; caesium carbonate; triethylamine; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; trichlorophosphate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; bis(dibenzylideneacetone)-palladium⁽⁰⁾; In tetrahydrofuran; 1,4-dioxane; dichloromethane; water; N,N-dimethyl-formamide; butan-1-ol; 6: Suzuki Coupling;

Reference yield:

6-iodoquinolin-2(1H)-one (99455-01-3) → 2,4-difluoro-N-[2-(methyloxy)-5-(2-({[4-(methyloxy)phenyl]methyl}amino)-3-{[3-(methylsulfonyl)phenyl]amino}-6-quinolinyl)-3-pyridinyl]benzenesulfonamide (1366128-02-0)

Guidance literature:

Multi-step reaction with 5 steps

1: N-Bromosuccinimide / dichloromethane; N,N-dimethyl-formamide / 22 h / 20 °C

2: trichlorophosphate / 1 h / 100 °C

3: triethylamine / butan-1-ol / 29 h / 135 °C / Sealed tube

4: sodium carbonate / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / tetrahydrofuran; water / 60 °C / Inert atmosphere

5: caesium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene / bis(dibenzylideneacetone)-palladium⁽⁰⁾ / 1,4-dioxane / 16 h / 100 °C

With N-Bromosuccinimide; sodium carbonate; caesium carbonate; triethylamine; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; trichlorophosphate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; bis(dibenzylideneacetone)-palladium⁽⁰⁾; In tetrahydrofuran; 1,4-dioxane; dichloromethane; water; N,N-dimethyl-formamide; butan-1-ol; 4: Suzuki Coupling;

upstream raw materials:

3-(methylsulfonyl)aniline

N-[5-[3-bromo-2-({[4-(methyloxy)phenyl]methyl}amino)-6-quinolinyl]-2-(methyloxy)-3-pyridinyl]-2,4-difluorobenzenesulfonamide

p-aminoiodobenzene

6-iodoquinolin-2(1H)-one

Downstream raw materials:

N-[5-(2-amino-3-{[3-(methylsulfonyl)phenyl]amino}-6-quinolinyl)-2-(methyloxy)-3-pyridinyl]-2,4-difluorobenzenesulfonamide