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

Base Information

Chemical Name:tert-butyl 4-(3-(4-(2-(dimethylamino)ethoxy)phenyl)-1-(pyridin-4-yl)-1H-indol-6-yl)piperazine-1-carboxylate
CAS No.:1266726-61-7
Molecular Formula:C₃₂H₃₉N₅O₃
Molecular Weight:541.693
Hs Code.:

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

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Chemical Property of tert-butyl 4-(3-(4-(2-(dimethylamino)ethoxy)phenyl)-1-(pyridin-4-yl)-1H-indol-6-yl)piperazine-1-carboxylate

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Technology Process of tert-butyl 4-(3-(4-(2-(dimethylamino)ethoxy)phenyl)-1-(pyridin-4-yl)-1H-indol-6-yl)piperazine-1-carboxylate

There total 10 articles about tert-butyl 4-(3-(4-(2-(dimethylamino)ethoxy)phenyl)-1-(pyridin-4-yl)-1H-indol-6-yl)piperazine-1-carboxylate 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:

: 1266726-60-6
tert-butyl 4-(3-(4-hydroxyphenyl)-1-(pyridin-4-yl)-1H-indol-6-yl)piperazine-1-carboxylate

: 4584-46-7
(2-chloroethyl)dimethylamine hydrochloride

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

Guidance literature:: With caesium carbonate; In N,N-dimethyl-formamide; at 20 ℃; for 16h;

Reference yield:

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

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

Guidance literature:: Multi-step reaction with 9 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

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:

: 1049651-30-0
tert-butyl 4-(1H-indol-6-yl)piperazine-1-carboxylate

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

Guidance literature:: Multi-step reaction with 8 steps

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

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

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

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

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

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

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

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

With dmap; N-Bromosuccinimide; water; boron tribromide; potassium carbonate; caesium carbonate; triethylamine; trifluoroacetic acid; sodium hydroxide; sodium t-butanolate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; palladium 10% on activated carbon; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide; toluene; 3: Suzuki Coupling;