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

Base Information

Chemical Name:N-[5-(2-amino-3-bromo-6-quinolinyl)-2-(methyloxy)-3-pyridinyl]-4-cyanobenzenesulfonamide
CAS No.:1366129-61-4
Molecular Formula:C₂₂H₁₆BrN₅O₃S
Molecular Weight:510.371
Hs Code.:

Synonyms:N-[5-(2-amino-3-bromo-6-quinolinyl)-2-(methyloxy)-3-pyridinyl]-4-cyanobenzenesulfonamide

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

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

There total 10 articles about N-[5-(2-amino-3-bromo-6-quinolinyl)-2-(methyloxy)-3-pyridinyl]-4-cyanobenzenesulfonamide 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: 21.85%

: 1366131-37-4
3-bromo-6-iodo-2-quinolinamine

: 1366131-01-2
4-cyano-N-(2-methoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-3-yl)benzenesulfonamide

: 1366129-61-4
N-[5-(2-amino-3-bromo-6-quinolinyl)-2-(methyloxy)-3-pyridinyl]-4-cyanobenzenesulfonamide

Guidance literature:: With caesium carbonate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; In tetrahydrofuran; water; at 20 ℃; for 72h;

Reference yield:

: 49584-26-1
p-cyanobenzenesulfonyl chloride

: 1366129-61-4
N-[5-(2-amino-3-bromo-6-quinolinyl)-2-(methyloxy)-3-pyridinyl]-4-cyanobenzenesulfonamide

Guidance literature:: Multi-step reaction with 3 steps

1: dmap / pyridine / 19 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

: 1366129-61-4
N-[5-(2-amino-3-bromo-6-quinolinyl)-2-(methyloxy)-3-pyridinyl]-4-cyanobenzenesulfonamide

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;