N-[5-{2-amino-3-[4-(ethylsulfonyl)phenyl]-6-quinolinyl}-2-(methyloxy)-3-pyridinyl]-4-cyanobenzenesulfonamide

Base Information

Chemical Name:N-[5-{2-amino-3-[4-(ethylsulfonyl)phenyl]-6-quinolinyl}-2-(methyloxy)-3-pyridinyl]-4-cyanobenzenesulfonamide
CAS No.:1366129-34-1
Molecular Formula:C₃₀H₂₅N₅O₅S₂
Molecular Weight:599.691
Hs Code.:

Synonyms:N-[5-{2-amino-3-[4-(ethylsulfonyl)phenyl]-6-quinolinyl}-2-(methyloxy)-3-pyridinyl]-4-cyanobenzenesulfonamide

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Chemical Property of N-[5-{2-amino-3-[4-(ethylsulfonyl)phenyl]-6-quinolinyl}-2-(methyloxy)-3-pyridinyl]-4-cyanobenzenesulfonamide

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Technology Process of N-[5-{2-amino-3-[4-(ethylsulfonyl)phenyl]-6-quinolinyl}-2-(methyloxy)-3-pyridinyl]-4-cyanobenzenesulfonamide

There total 10 articles about N-[5-{2-amino-3-[4-(ethylsulfonyl)phenyl]-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: 12.34%

: 1366129-69-2
6-chloro-3-[4-(ethylsulfonyl)phenyl]-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

: 1366129-34-1
N-[5-{2-amino-3-[4-(ethylsulfonyl)phenyl]-6-quinolinyl}-2-(methyloxy)-3-pyridinyl]-4-cyanobenzenesulfonamide

Guidance literature:: With potassium phosphate; XPhos; bis(dibenzylideneacetone)-palladium⁽⁰⁾; In water; butan-1-ol; at 100 ℃; for 16h;

Reference yield:

: 49584-26-1
p-cyanobenzenesulfonyl chloride

: 1366129-34-1
N-[5-{2-amino-3-[4-(ethylsulfonyl)phenyl]-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: potassium phosphate; XPhos / bis(dibenzylideneacetone)-palladium⁽⁰⁾ / water; butan-1-ol / 16 h / 100 °C

With dmap; potassium phosphate; potassium acetate; XPhos; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; bis(dibenzylideneacetone)-palladium⁽⁰⁾; In 1,4-dioxane; pyridine; water; butan-1-ol; 2: Suzuki Coupling / 3: Suzuki Coupling;

Reference yield:

: 612-57-7
6-chloroquinoline

: 1366129-34-1
N-[5-{2-amino-3-[4-(ethylsulfonyl)phenyl]-6-quinolinyl}-2-(methyloxy)-3-pyridinyl]-4-cyanobenzenesulfonamide

Guidance literature:: Multi-step reaction with 7 steps

1: N-Bromosuccinimide / acetic acid / 3.5 h / 70 - 115 °C

2: trifluoromethylsulfonic anhydride; urea hydrogen peroxide adduct / dichloromethane

3: trichlorophosphate / 1 h / Reflux

4: N-ethyl-N,N-diisopropylamine / butan-1-ol / 40 h / 130 °C / Sealed tube

5: trifluoroacetic acid / 3 h / 65 °C

6: potassium acetate / (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 1,2-dimethoxyethane; water / 2 h / 80 °C

7: potassium phosphate; XPhos / bis(dibenzylideneacetone)-palladium⁽⁰⁾ / water; butan-1-ol / 16 h / 100 °C

With potassium phosphate; N-Bromosuccinimide; trifluoromethylsulfonic anhydride; potassium acetate; urea hydrogen peroxide adduct; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; XPhos; trichlorophosphate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; bis(dibenzylideneacetone)-palladium⁽⁰⁾; In 1,2-dimethoxyethane; dichloromethane; water; acetic acid; butan-1-ol; 6: Suzuki Coupling / 7: Suzuki Coupling;