3-Pyridinamine, N-[3-bromo-5-[[tris(1-methylethyl)silyl]oxy]phenyl]-

Base Information

Chemical Name:3-Pyridinamine, N-[3-bromo-5-[[tris(1-methylethyl)silyl]oxy]phenyl]-
CAS No.:915411-65-3
Molecular Formula:C20H29BrN2OSi
Molecular Weight:421.453
Hs Code.:

Synonyms:

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Chemical Property of 3-Pyridinamine, N-[3-bromo-5-[[tris(1-methylethyl)silyl]oxy]phenyl]-

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Technology Process of 3-Pyridinamine, N-[3-bromo-5-[[tris(1-methylethyl)silyl]oxy]phenyl]-

There total 5 articles about 3-Pyridinamine, N-[3-bromo-5-[[tris(1-methylethyl)silyl]oxy]phenyl]- 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: 45.0%

: 462-08-8
pyridin-3-ylamine

: 915411-64-2
(3,5-dibromophenoxy)triisopropylsilane

: 915411-65-3
(3-bromo-5-triisopropylsilanyloxy-phenyl)-pyridin-3-yl-amine

Guidance literature:: With tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; sodium t-butanolate; In toluene; at 90 ℃; Inert atmosphere;
DOI:10.1021/jm100659v

Reference yield:

: 626-41-5
3,5-dibromophenol

: 915411-65-3
(3-bromo-5-triisopropylsilanyloxy-phenyl)-pyridin-3-yl-amine

Guidance literature:: Multi-step reaction with 2 steps

1.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.5 h / 0 °C / Inert atmosphere

1.2: 20 h / 0 - 20 °C / Inert atmosphere

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

With tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; sodium hydride; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; sodium t-butanolate; In N,N-dimethyl-formamide; toluene; mineral oil; 2.1: Buchwald-Hartwig amination;
DOI:10.1021/jm100659v

Reference yield:

: 6311-60-0
3,5-dibromonitrobenzene

: 915411-65-3
(3-bromo-5-triisopropylsilanyloxy-phenyl)-pyridin-3-yl-amine

Guidance literature:: Multi-step reaction with 4 steps

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

2.1: tetrabutylammomium bromide; hydrogen bromide / 72 h / Reflux

3.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.5 h / 0 °C / Inert atmosphere

3.2: 20 h / 0 - 20 °C / Inert atmosphere

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

With tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; tetrabutylammomium bromide; hydrogen bromide; oxygen; sodium hydride; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; potassium hydroxide; sodium t-butanolate; In N,N-dimethyl-formamide; toluene; tetramethylurea; mineral oil; 4.1: Buchwald-Hartwig amination;
DOI:10.1021/jm100659v