N-[5-(2-amino-3-bromo-6-quinolinyl)-2-(methyloxy)-3-pyridinyl]-3,4-bis(methyloxy)benzenesulfonamide

Base Information

Chemical Name:N-[5-(2-amino-3-bromo-6-quinolinyl)-2-(methyloxy)-3-pyridinyl]-3,4-bis(methyloxy)benzenesulfonamide
CAS No.:1366129-60-3
Molecular Formula:C₂₃H₂₁BrN₄O₅S
Molecular Weight:545.414
Hs Code.:

Synonyms:

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Chemical Property of N-[5-(2-amino-3-bromo-6-quinolinyl)-2-(methyloxy)-3-pyridinyl]-3,4-bis(methyloxy)benzenesulfonamide

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Technology Process of N-[5-(2-amino-3-bromo-6-quinolinyl)-2-(methyloxy)-3-pyridinyl]-3,4-bis(methyloxy)benzenesulfonamide

There total 9 articles about N-[5-(2-amino-3-bromo-6-quinolinyl)-2-(methyloxy)-3-pyridinyl]-3,4-bis(methyloxy)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:

: 23095-31-0
3,4-dimethoxybenzene-1-sulfonyl chloride

: 1366129-60-3
N-[5-(2-amino-3-bromo-6-quinolinyl)-2-(methyloxy)-3-pyridinyl]-3,4-bis(methyloxy)benzenesulfonamide

Guidance literature:: Multi-step reaction with 3 steps

1: dmap / pyridine / 0.17 h / 20 °C

2: potassium acetate / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / 1,4-dioxane / 2 h / 80 °C

3: caesium carbonate / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / tetrahydrofuran; water / 72 h / 20 °C

With dmap; potassium acetate; caesium carbonate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; In tetrahydrofuran; 1,4-dioxane; pyridine; water; 2: Suzuki Coupling / 3: Suzuki Coupling;

Reference yield:

: 540-37-4
p-aminoiodobenzene

: 1366129-60-3
N-[5-(2-amino-3-bromo-6-quinolinyl)-2-(methyloxy)-3-pyridinyl]-3,4-bis(methyloxy)benzenesulfonamide

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: trifluoroacetic acid / 65 °C

7: caesium carbonate / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / tetrahydrofuran; water / 72 h / 20 °C

With pyridine; N-Bromosuccinimide; sulfuric acid; caesium carbonate; triethylamine; trifluoroacetic acid; trichlorophosphate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide; butan-1-ol; 7: Suzuki Coupling;

Reference yield:

: 99455-01-3
6-iodoquinolin-2(1H)-one

: 1366129-60-3
N-[5-(2-amino-3-bromo-6-quinolinyl)-2-(methyloxy)-3-pyridinyl]-3,4-bis(methyloxy)benzenesulfonamide

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: trifluoroacetic acid / 65 °C

5: caesium carbonate / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / tetrahydrofuran; water / 72 h / 20 °C

With N-Bromosuccinimide; caesium carbonate; triethylamine; trifluoroacetic acid; trichlorophosphate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide; butan-1-ol; 5: Suzuki Coupling;