N,N-dimethyl-2-(4-(6-(piperazin-1-yl)-1-(pyridin-4-yl)-1H-indol-3-yl)phenoxy)ethanamine

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Chemical Name:N,N-dimethyl-2-(4-(6-(piperazin-1-yl)-1-(pyridin-4-yl)-1H-indol-3-yl)phenoxy)ethanamine
CAS No.:1266726-62-8
Molecular Formula:C₂₇H₃₁N₅O
Molecular Weight:441.576
Hs Code.:

Synonyms:N,N-dimethyl-2-(4-(6-(piperazin-1-yl)-1-(pyridin-4-yl)-1H-indol-3-yl)phenoxy)ethanamine

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Chemical Property of N,N-dimethyl-2-(4-(6-(piperazin-1-yl)-1-(pyridin-4-yl)-1H-indol-3-yl)phenoxy)ethanamine

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Technology Process of N,N-dimethyl-2-(4-(6-(piperazin-1-yl)-1-(pyridin-4-yl)-1H-indol-3-yl)phenoxy)ethanamine

There total 11 articles about N,N-dimethyl-2-(4-(6-(piperazin-1-yl)-1-(pyridin-4-yl)-1H-indol-3-yl)phenoxy)ethanamine 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:

: 1266726-61-7
tert-butyl 4-(3-(4-(2-(dimethylamino)ethoxy)phenyl)-1-(pyridin-4-yl)-1H-indol-6-yl)piperazine-1-carboxylate

: 1266726-62-8
N,N-dimethyl-2-(4-(6-(piperazin-1-yl)-1-(pyridin-4-yl)-1H-indol-3-yl)phenoxy)ethanamine

Guidance literature:: tert-butyl 4-(3-(4-(2-(dimethylamino)ethoxy)phenyl)-1-(pyridin-4-yl)-1H-indol-6-yl)piperazine-1-carboxylate; With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 15h;

With sodium hydrogencarbonate; In water; ethyl acetate;

Reference yield:

: 52415-29-9
6-bromo-1H-indole

: 1266726-62-8
N,N-dimethyl-2-(4-(6-(piperazin-1-yl)-1-(pyridin-4-yl)-1H-indol-3-yl)phenoxy)ethanamine

Guidance literature:: Multi-step reaction with 10 steps

1: lithium hexamethyldisilazane / tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; XPhos / tetrahydrofuran / 24 h / 20 - 65 °C / sealed tube

2: sodium t-butanolate / 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; palladium 10% on activated carbon / toluene / 24 h / 100 °C / Inert atmosphere; sealed tube

3: N-Bromosuccinimide / tetrahydrofuran / 3 h / -78 - 0 °C

4: potassium carbonate / (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / N,N-dimethyl-formamide; water / 14 h / 20 °C

5: trifluoroacetic acid / dichloromethane / 3 h / 20 °C

6: boron tribromide / dichloromethane / 15 h / -78 - 20 °C

7: dmap; triethylamine / dichloromethane / 3 h / 0 - 20 °C

8: sodium hydroxide; water / methanol / 3.5 h / 20 °C

9: caesium carbonate / N,N-dimethyl-formamide / 16 h / 20 °C

10: trifluoroacetic acid / dichloromethane / 15 h / 20 °C

With dmap; N-Bromosuccinimide; water; boron tribromide; potassium carbonate; caesium carbonate; triethylamine; trifluoroacetic acid; sodium hydroxide; lithium hexamethyldisilazane; sodium t-butanolate; tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; palladium 10% on activated carbon; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; XPhos; In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide; toluene; 4: Suzuki Coupling;

Reference yield:

: 60956-26-5
4-bromo-2-nitrotoluene

: 1266726-62-8
N,N-dimethyl-2-(4-(6-(piperazin-1-yl)-1-(pyridin-4-yl)-1H-indol-3-yl)phenoxy)ethanamine

Guidance literature:: Multi-step reaction with 11 steps

1.1: pyrrolidine / N,N-dimethyl-formamide / 1 h / 20 - 110 °C

1.2: 2 h / 85 °C

2.1: lithium hexamethyldisilazane / tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; XPhos / tetrahydrofuran / 24 h / 20 - 65 °C / sealed tube

3.1: sodium t-butanolate / 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; palladium 10% on activated carbon / toluene / 24 h / 100 °C / Inert atmosphere; sealed tube

4.1: N-Bromosuccinimide / tetrahydrofuran / 3 h / -78 - 0 °C

5.1: potassium carbonate / (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / N,N-dimethyl-formamide; water / 14 h / 20 °C

6.1: trifluoroacetic acid / dichloromethane / 3 h / 20 °C

7.1: boron tribromide / dichloromethane / 15 h / -78 - 20 °C

8.1: dmap; triethylamine / dichloromethane / 3 h / 0 - 20 °C

9.1: sodium hydroxide; water / methanol / 3.5 h / 20 °C

10.1: caesium carbonate / N,N-dimethyl-formamide / 16 h / 20 °C

11.1: trifluoroacetic acid / dichloromethane / 15 h / 20 °C

With pyrrolidine; dmap; N-Bromosuccinimide; water; boron tribromide; potassium carbonate; caesium carbonate; triethylamine; trifluoroacetic acid; sodium hydroxide; lithium hexamethyldisilazane; sodium t-butanolate; tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; palladium 10% on activated carbon; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; XPhos; In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide; toluene; 5.1: Suzuki Coupling;