N-[5-{2-amino-3-[2-methyl-4-(1-pyrrolidinylmethyl)phenyl]-6-quinolinyl}-2-(methyloxy)-3-pyridinyl]-2,4-difluorobenzenesulfonamide

Base Information

Chemical Name:N-[5-{2-amino-3-[2-methyl-4-(1-pyrrolidinylmethyl)phenyl]-6-quinolinyl}-2-(methyloxy)-3-pyridinyl]-2,4-difluorobenzenesulfonamide
CAS No.:1366129-16-9
Molecular Formula:C₃₃H₃₁F₂N₅O₃S
Molecular Weight:615.704
Hs Code.:

Synonyms:N-[5-{2-amino-3-[2-methyl-4-(1-pyrrolidinylmethyl)phenyl]-6-quinolinyl}-2-(methyloxy)-3-pyridinyl]-2,4-difluorobenzenesulfonamide

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Chemical Property of N-[5-{2-amino-3-[2-methyl-4-(1-pyrrolidinylmethyl)phenyl]-6-quinolinyl}-2-(methyloxy)-3-pyridinyl]-2,4-difluorobenzenesulfonamide

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Technology Process of N-[5-{2-amino-3-[2-methyl-4-(1-pyrrolidinylmethyl)phenyl]-6-quinolinyl}-2-(methyloxy)-3-pyridinyl]-2,4-difluorobenzenesulfonamide

There total 9 articles about N-[5-{2-amino-3-[2-methyl-4-(1-pyrrolidinylmethyl)phenyl]-6-quinolinyl}-2-(methyloxy)-3-pyridinyl]-2,4-difluorobenzenesulfonamide 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: 16.0%

: 1366131-43-2
[2-methyl-4-(1-pyrrolidinylmethyl)phenyl]boronic acid

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

: 1366129-16-9
N-[5-{2-amino-3-[2-methyl-4-(1-pyrrolidinylmethyl)phenyl]-6-quinolinyl}-2-(methyloxy)-3-pyridinyl]-2,4-difluorobenzenesulfonamide

Guidance literature:: With potassium acetate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In ethanol; toluene; at 80 ℃; for 2h;

Reference yield:

: 540-37-4
p-aminoiodobenzene

: 1366129-16-9
N-[5-{2-amino-3-[2-methyl-4-(1-pyrrolidinylmethyl)phenyl]-6-quinolinyl}-2-(methyloxy)-3-pyridinyl]-2,4-difluorobenzenesulfonamide

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 / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / ethanol; toluene / 2 h / 80 °C

With pyridine; N-Bromosuccinimide; sulfuric acid; potassium acetate; sodium carbonate; triethylamine; trifluoroacetic acid; trichlorophosphate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; In tetrahydrofuran; ethanol; dichloromethane; water; N,N-dimethyl-formamide; toluene; butan-1-ol; 6: Suzuki Coupling / 8: Suzuki Coupling;

Reference yield:

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

: 1366129-16-9
N-[5-{2-amino-3-[2-methyl-4-(1-pyrrolidinylmethyl)phenyl]-6-quinolinyl}-2-(methyloxy)-3-pyridinyl]-2,4-difluorobenzenesulfonamide

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 / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / ethanol; toluene / 2 h / 80 °C

With N-Bromosuccinimide; potassium acetate; sodium carbonate; triethylamine; trifluoroacetic acid; trichlorophosphate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; In tetrahydrofuran; ethanol; dichloromethane; water; N,N-dimethyl-formamide; toluene; butan-1-ol; 4: Suzuki Coupling / 6: Suzuki Coupling;