9-[4-[[3-[(4-fluorophenoxy)methyl]-1-piperidyl]sulfonylmethyl]-1-piperidyl]-3-(p-tolylsulfonyl)pyrrolo[3,2-f][1,7]naphthyridine

Base Information

Chemical Name:9-[4-[[3-[(4-fluorophenoxy)methyl]-1-piperidyl]sulfonylmethyl]-1-piperidyl]-3-(p-tolylsulfonyl)pyrrolo[3,2-f][1,7]naphthyridine
CAS No.:1401448-26-7
Molecular Formula:C₃₅H₃₈FN₅O₅S₂
Molecular Weight:691.848
Hs Code.:

Synonyms:9-[4-[[3-[(4-fluorophenoxy)methyl]-1-piperidyl]sulfonylmethyl]-1-piperidyl]-3-(p-tolylsulfonyl)pyrrolo[3,2-f][1,7]naphthyridine

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Chemical Property of 9-[4-[[3-[(4-fluorophenoxy)methyl]-1-piperidyl]sulfonylmethyl]-1-piperidyl]-3-(p-tolylsulfonyl)pyrrolo[3,2-f][1,7]naphthyridine

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Technology Process of 9-[4-[[3-[(4-fluorophenoxy)methyl]-1-piperidyl]sulfonylmethyl]-1-piperidyl]-3-(p-tolylsulfonyl)pyrrolo[3,2-f][1,7]naphthyridine

There total 18 articles about 9-[4-[[3-[(4-fluorophenoxy)methyl]-1-piperidyl]sulfonylmethyl]-1-piperidyl]-3-(p-tolylsulfonyl)pyrrolo[3,2-f][1,7]naphthyridine 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:

: 55052-28-3
4-chloro-7-azaindole

: 1401448-26-7
9-[4-[[3-[(4-fluorophenoxy)methyl]-1-piperidyl]sulfonylmethyl]-1-piperidyl]-3-(p-tolylsulfonyl)pyrrolo[3,2-f][1,7]naphthyridine

Guidance literature:: Multi-step reaction with 13 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

11.1: dimethyl sulfoxide / 40 - 44 °C / Inert atmosphere

12.1: formic acid; dihydrogen peroxide / 4 h / 0 - 20 °C

13.1: trichlorophosphate / 4 h / Reflux

13.2: 20 °C

With hydrogenchloride; dmap; lithium aluminium tetrahydride; formic acid; lithium hydroxide monohydrate; water; dihydrogen peroxide; tetramethylammonium nitrate; sodium hydride; triethylamine; trifluoroacetic anhydride; trichlorophosphate; bis-triphenylphosphine-palladium(II) chloride; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; water; dimethyl sulfoxide; chlorobenzene; acetone; toluene;

Reference yield:

: 142220-38-0
3-[(4-fluorophenoxy)methyl]piperidine

: 1401448-25-6
[1-[3-(p-tolylsulfonyl)pyrrolo[3,2-f][1,7]naphthyridin-9-yl]-4-piperidyl]methanesulfonic acid

: 1401448-26-7
9-[4-[[3-[(4-fluorophenoxy)methyl]-1-piperidyl]sulfonylmethyl]-1-piperidyl]-3-(p-tolylsulfonyl)pyrrolo[3,2-f][1,7]naphthyridine

Guidance literature:: [1-[3-(p-tolylsulfonyl)pyrrolo[3,2-f][1,7]naphthyridin-9-yl]-4-piperidyl]methanesulfonic acid; With trichlorophosphate; for 4h; Reflux;

3-[(4-fluorophenoxy)methyl]piperidine; With triethylamine; In dichloromethane; at 20 ℃;

Reference yield:

: 25391-56-4
3-iodo-5-nitropyridin-2-ylamine

: 1401448-26-7
9-[4-[[3-[(4-fluorophenoxy)methyl]-1-piperidyl]sulfonylmethyl]-1-piperidyl]-3-(p-tolylsulfonyl)pyrrolo[3,2-f][1,7]naphthyridine

Guidance literature:: Multi-step reaction with 15 steps

1.1: triethylamine / copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride / tetrahydrofuran; 2-ethylbutanamide / 2 h / Inert atmosphere

2.1: copper(l) iodide / N,N-dimethyl-formamide / 2 h / Inert atmosphere

3.1: sodium hydroxide / water; acetone / 0 °C

4.1: hydrogen / palladium 10% on activated carbon / dichloromethane; methanol / 20 °C

5.1: 120 - 130 °C

6.1: Dowtherm A / 250 °C

7.1: sodium hydroxide; water / ethanol / Reflux

8.1: Dowtherm A / 250 °C

9.1: trichlorophosphate / chlorobenzene / 100 °C

10.1: 130 °C / Sealed tube; Inert atmosphere

11.1: lithium aluminium tetrahydride / tetrahydrofuran / 4 h / 0 - 20 °C / Inert atmosphere

12.1: sodium hydride / tetrahydrofuran / 1 h / 0 - 20 °C / Inert atmosphere

12.2: 0 - 20 °C

13.1: dimethyl sulfoxide / 40 - 44 °C / Inert atmosphere

14.1: formic acid; dihydrogen peroxide / 4 h / 0 - 20 °C

15.1: trichlorophosphate / 4 h / Reflux

15.2: 20 °C

With lithium aluminium tetrahydride; formic acid; Dowtherm A; water; hydrogen; dihydrogen peroxide; sodium hydride; triethylamine; sodium hydroxide; trichlorophosphate; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; palladium 10% on activated carbon; In tetrahydrofuran; methanol; ethanol; dichloromethane; 2-ethylbutanamide; water; dimethyl sulfoxide; N,N-dimethyl-formamide; chlorobenzene; acetone;