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

Base Information

Chemical Name:N-[5-{2-amino-3-[4-(ethylsulfonyl)phenyl]-6-quinolinyl}-2-(methyloxy)-3-pyridinyl]methanesulfonamide
CAS No.:1366129-14-7
Molecular Formula:C₂₄H₂₄N₄O₅S₂
Molecular Weight:512.61
Hs Code.:

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

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

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

There total 7 articles about N-[5-{2-amino-3-[4-(ethylsulfonyl)phenyl]-6-quinolinyl}-2-(methyloxy)-3-pyridinyl]methanesulfonamide 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: 18.95%

: 1083326-75-3
N-[2-(methyloxy)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3-pyridinyl]methanesulfonamide

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

: 1366129-14-7
N-[5-{2-amino-3-[4-(ethylsulfonyl)phenyl]-6-quinolinyl}-2-(methyloxy)-3-pyridinyl]methanesulfonamide

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

Reference yield:

: 612-57-7
6-chloroquinoline

: 1366129-14-7
N-[5-{2-amino-3-[4-(ethylsulfonyl)phenyl]-6-quinolinyl}-2-(methyloxy)-3-pyridinyl]methanesulfonamide

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;

Reference yield:

: 13669-65-3
3-bromo-6-chloroquinoline

: 1366129-14-7
N-[5-{2-amino-3-[4-(ethylsulfonyl)phenyl]-6-quinolinyl}-2-(methyloxy)-3-pyridinyl]methanesulfonamide

Guidance literature:: Multi-step reaction with 6 steps

1: trifluoromethylsulfonic anhydride; urea hydrogen peroxide adduct / dichloromethane

2: trichlorophosphate / 1 h / Reflux

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

4: trifluoroacetic acid / 3 h / 65 °C

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

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

With potassium phosphate; 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; butan-1-ol; 5: Suzuki Coupling / 6: Suzuki Coupling;