Technology Process of [1-[3-(p-tolylsulfonyl)pyrrolo[3,2-f][1,7]naphthyridin-9-yl]-4-piperidyl]methyl4-methylbenzenesulfonate
There total 16 articles about [1-[3-(p-tolylsulfonyl)pyrrolo[3,2-f][1,7]naphthyridin-9-yl]-4-piperidyl]methyl4-methylbenzenesulfonate which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 10 steps
1.1: dmap; triethylamine / dichloromethane / 12 h / 20 °C
2.1: trifluoroacetic anhydride; tetramethylammonium nitrate / dichloromethane / 20.5 h / -5 - 20 °C
3.1: bis-triphenylphosphine-palladium(II) chloride / 1,4-dioxane / Inert atmosphere; Reflux
4.1: hydrogenchloride; water / acetone / 2 h / Reflux
5.1: toluene / 15 h / 85 °C
5.2: 2 h
5.3: 1 h / Reflux
6.1: lithium hydroxide monohydrate / water; tetrahydrofuran; methanol / 5 h / Reflux
7.1: trichlorophosphate / chlorobenzene / 100 °C
8.1: 130 °C / Sealed tube; Inert atmosphere
9.1: lithium aluminium tetrahydride / tetrahydrofuran / 4 h / 0 - 20 °C / Inert atmosphere
10.1: sodium hydride / tetrahydrofuran / 1 h / 0 - 20 °C / Inert atmosphere
10.2: 0 - 20 °C
With
hydrogenchloride; dmap; lithium aluminium tetrahydride; lithium hydroxide monohydrate; water; tetramethylammonium nitrate; sodium hydride; triethylamine; trifluoroacetic anhydride; trichlorophosphate;
bis-triphenylphosphine-palladium(II) chloride;
In
tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; water; chlorobenzene; acetone; toluene;
- Guidance literature:
-
[1-(3H-pyrrolo[3,2-f][1,7]naphthyridin-9-yl)-4-piperidyl]methanol;
With
sodium hydride;
In
tetrahydrofuran;
at 0 - 20 ℃;
for 1h;
Inert atmosphere;
p-toluenesulfonyl chloride;
In
tetrahydrofuran;
at 0 - 20 ℃;
- Guidance literature:
-
Multi-step reaction with 10 steps
1.1: sodium hydroxide / water; acetone / 0 °C
2.1: hydrogen / palladium 10% on activated carbon / dichloromethane; methanol / 20 °C
3.1: 120 - 130 °C
4.1: Dowtherm A / 250 °C
5.1: sodium hydroxide; water / ethanol / Reflux
6.1: Dowtherm A / 250 °C
7.1: trichlorophosphate / chlorobenzene / 100 °C
8.1: 130 °C / Sealed tube; Inert atmosphere
9.1: lithium aluminium tetrahydride / tetrahydrofuran / 4 h / 0 - 20 °C / Inert atmosphere
10.1: sodium hydride / tetrahydrofuran / 1 h / 0 - 20 °C / Inert atmosphere
10.2: 0 - 20 °C
With
lithium aluminium tetrahydride; Dowtherm A; water; hydrogen; sodium hydride; sodium hydroxide; trichlorophosphate;
palladium 10% on activated carbon;
In
tetrahydrofuran; methanol; ethanol; dichloromethane; water; chlorobenzene; acetone;