[3-[1-(tert-butyldimethylsilanyl)-2-methyl-1H-indol-4-yl]-5-(4-methoxybenzyloxy)phenyl]pyridin-3-ylamine

Base Information

Chemical Name:[3-[1-(tert-butyldimethylsilanyl)-2-methyl-1H-indol-4-yl]-5-(4-methoxybenzyloxy)phenyl]pyridin-3-ylamine
CAS No.:915411-20-0
Molecular Formula:C₃₄H₃₉N₃O₂Si
Molecular Weight:549.788
Hs Code.:

Synonyms:[3-[1-(tert-butyldimethylsilanyl)-2-methyl-1H-indol-4-yl]-5-(4-methoxybenzyloxy)phenyl]pyridin-3-ylamine

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Chemical Property of [3-[1-(tert-butyldimethylsilanyl)-2-methyl-1H-indol-4-yl]-5-(4-methoxybenzyloxy)phenyl]pyridin-3-ylamine

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Technology Process of [3-[1-(tert-butyldimethylsilanyl)-2-methyl-1H-indol-4-yl]-5-(4-methoxybenzyloxy)phenyl]pyridin-3-ylamine

There total 9 articles about [3-[1-(tert-butyldimethylsilanyl)-2-methyl-1H-indol-4-yl]-5-(4-methoxybenzyloxy)phenyl]pyridin-3-ylamine 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: 41.0%

: 412049-43-5
1-(tert-butyldimethylsilyl)-2-methyl-1H-indol-4-yl trifluoromethanesulfonate

: 915410-97-8
N-(3-(4-methoxybenzyloxy)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)pyridin-3-amine

: 915411-20-0
[3-[1-(tert-butyldimethylsilanyl)-2-methyl-1H-indol-4-yl]-5-(4-methoxybenzyloxy)phenyl]pyridin-3-ylamine

Guidance literature:: With potassium phosphate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; for 18h; Heating / reflux;

Reference yield:

: 915410-93-4
1,3-dibromo-5-((4-methoxybenzyl)oxy)-benzene

: 915411-20-0
[3-[1-(tert-butyldimethylsilanyl)-2-methyl-1H-indol-4-yl]-5-(4-methoxybenzyloxy)phenyl]pyridin-3-ylamine

Guidance literature:: Multi-step reaction with 3 steps

1: tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; sodium t-butanolate / toluene / 24 h / 90 °C / Inert atmosphere

2: [1,1'-bis(diphenylphosphino)ferrocene]dichloropalladium(II) complex with dichloromethane; potassium acetate / dimethyl sulfoxide / 2 h / 80 °C / Inert atmosphere

3: potassium phosphate; [1,1'-bis(diphenylphosphino)ferrocene]dichloropalladium(II) complex with dichloromethane / tetrahydrofuran / 65 °C / Inert atmosphere

With tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; potassium phosphate; [1,1'-bis(diphenylphosphino)ferrocene]dichloropalladium(II) complex with dichloromethane; potassium acetate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; sodium t-butanolate; In tetrahydrofuran; dimethyl sulfoxide; toluene; 1: Buchwald-Hartwig amination / 2: Suzuki-Miyura coupling / 3: Suzuki coupling;
DOI:10.1021/jm100659v

Reference yield:

: 6311-60-0
3,5-dibromonitrobenzene

: 915411-20-0
[3-[1-(tert-butyldimethylsilanyl)-2-methyl-1H-indol-4-yl]-5-(4-methoxybenzyloxy)phenyl]pyridin-3-ylamine

Guidance literature:: Multi-step reaction with 4 steps

1: tetrabutylammomium bromide; oxygen; potassium hydroxide / tetramethylurea / 20 °C

2: tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; sodium t-butanolate / toluene / 24 h / 90 °C / Inert atmosphere

3: [1,1'-bis(diphenylphosphino)ferrocene]dichloropalladium(II) complex with dichloromethane; potassium acetate / dimethyl sulfoxide / 2 h / 80 °C / Inert atmosphere

4: potassium phosphate; [1,1'-bis(diphenylphosphino)ferrocene]dichloropalladium(II) complex with dichloromethane / tetrahydrofuran / 65 °C / Inert atmosphere

With tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; potassium phosphate; [1,1'-bis(diphenylphosphino)ferrocene]dichloropalladium(II) complex with dichloromethane; tetrabutylammomium bromide; oxygen; potassium acetate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; potassium hydroxide; sodium t-butanolate; In tetrahydrofuran; dimethyl sulfoxide; toluene; tetramethylurea; 2: Buchwald-Hartwig amination / 3: Suzuki-Miyura coupling / 4: Suzuki coupling;
DOI:10.1021/jm100659v