4-{2-amino-6-[5-{[(2,4-difluorophenyl)sulfonyl]amino}-6-(methyloxy)-3-pyridinyl]-3-quinolinyl}-3-chlorobenzoic acid

Base Information

Chemical Name:4-{2-amino-6-[5-{[(2,4-difluorophenyl)sulfonyl]amino}-6-(methyloxy)-3-pyridinyl]-3-quinolinyl}-3-chlorobenzoic acid
CAS No.:1366131-35-2
Molecular Formula:C₂₈H₁₉ClF₂N₄O₅S
Molecular Weight:596.998
Hs Code.:

Synonyms:4-{2-amino-6-[5-{[(2,4-difluorophenyl)sulfonyl]amino}-6-(methyloxy)-3-pyridinyl]-3-quinolinyl}-3-chlorobenzoic acid

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Chemical Property of 4-{2-amino-6-[5-{[(2,4-difluorophenyl)sulfonyl]amino}-6-(methyloxy)-3-pyridinyl]-3-quinolinyl}-3-chlorobenzoic acid

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Technology Process of 4-{2-amino-6-[5-{[(2,4-difluorophenyl)sulfonyl]amino}-6-(methyloxy)-3-pyridinyl]-3-quinolinyl}-3-chlorobenzoic acid

There total 8 articles about 4-{2-amino-6-[5-{[(2,4-difluorophenyl)sulfonyl]amino}-6-(methyloxy)-3-pyridinyl]-3-quinolinyl}-3-chlorobenzoic acid 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:

: 851335-09-6
2-chloro-4-carboxybenzeneboronic acid

: 1366127-99-2
N-[5-(2-amino-3-bromo-6-quinolinyl)-2-(methyloxy)-3-pyridinyl]-2,4-difluorobenzenesulfonamide

: 1366131-35-2
4-{2-amino-6-[5-{[(2,4-difluorophenyl)sulfonyl]amino}-6-(methyloxy)-3-pyridinyl]-3-quinolinyl}-3-chlorobenzoic acid

Guidance literature:: With potassium acetate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; In 1,4-dioxane; at 100 ℃; for 18h;

Reference yield:

: 540-37-4
p-aminoiodobenzene

: 1366131-35-2
4-{2-amino-6-[5-{[(2,4-difluorophenyl)sulfonyl]amino}-6-(methyloxy)-3-pyridinyl]-3-quinolinyl}-3-chlorobenzoic acid

Guidance literature:: Multi-step reaction with 8 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: trifluoroacetic acid / 6 h / 65 °C

8: potassium acetate / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / 1,4-dioxane / 18 h / 100 °C

With pyridine; N-Bromosuccinimide; sulfuric acid; potassium acetate; sodium carbonate; triethylamine; trifluoroacetic acid; trichlorophosphate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; In tetrahydrofuran; 1,4-dioxane; dichloromethane; water; N,N-dimethyl-formamide; butan-1-ol; 6: Suzuki Coupling / 8: Suzuki Coupling;

Reference yield:

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

: 1366131-35-2
4-{2-amino-6-[5-{[(2,4-difluorophenyl)sulfonyl]amino}-6-(methyloxy)-3-pyridinyl]-3-quinolinyl}-3-chlorobenzoic acid

Guidance literature:: Multi-step reaction with 6 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: trifluoroacetic acid / 6 h / 65 °C

6: potassium acetate / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / 1,4-dioxane / 18 h / 100 °C

With N-Bromosuccinimide; potassium acetate; sodium carbonate; triethylamine; trifluoroacetic acid; trichlorophosphate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; In tetrahydrofuran; 1,4-dioxane; dichloromethane; water; N,N-dimethyl-formamide; butan-1-ol; 4: Suzuki Coupling / 6: Suzuki Coupling;