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

Base Information

Chemical Name:4-{2-amino-6-[5-{[(2,4-difluorophenyl)sulfonyl]amino}-6-(methyloxy)-3-pyridinyl]-3-quinolinyl}-3-methylbenzoic acid
CAS No.:1366131-42-1
Molecular Formula:C₂₉H₂₂F₂N₄O₅S
Molecular Weight:576.58
Hs Code.:

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

There total 8 articles about 4-{2-amino-6-[5-{[(2,4-difluorophenyl)sulfonyl]amino}-6-(methyloxy)-3-pyridinyl]-3-quinolinyl}-3-methylbenzoic 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: 21.0%

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

: 158429-66-4
4-(dihydroxyboryl)-3-methylbenzoic acid

: 1366131-42-1
4-{2-amino-6-[5-{[(2,4-difluorophenyl)sulfonyl]amino}-6-(methyloxy)-3-pyridinyl]-3-quinolinyl}-3-methylbenzoic acid

Guidance literature:: With potassium acetate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; In 1,4-dioxane; water; at 100 ℃; for 3h;

Reference yield:

: 540-37-4
p-aminoiodobenzene

: 1366131-42-1
4-{2-amino-6-[5-{[(2,4-difluorophenyl)sulfonyl]amino}-6-(methyloxy)-3-pyridinyl]-3-quinolinyl}-3-methylbenzoic 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; water / 3 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

: 1366131-42-1
4-{2-amino-6-[5-{[(2,4-difluorophenyl)sulfonyl]amino}-6-(methyloxy)-3-pyridinyl]-3-quinolinyl}-3-methylbenzoic 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; water / 3 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;