[3-(tert-butyl-diphenyl-silanyloxy)-5-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-pyridin-3-yl-amine

Base Information

Chemical Name:[3-(tert-butyl-diphenyl-silanyloxy)-5-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-pyridin-3-yl-amine
CAS No.:915412-15-6
Molecular Formula:C₃₃H₃₉BN₂O₃Si
Molecular Weight:550.581
Hs Code.:

Synonyms:[3-(tert-butyl-diphenyl-silanyloxy)-5-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-pyridin-3-yl-amine

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Chemical Property of [3-(tert-butyl-diphenyl-silanyloxy)-5-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-pyridin-3-yl-amine

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Technology Process of [3-(tert-butyl-diphenyl-silanyloxy)-5-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-pyridin-3-yl-amine

There total 13 articles about [3-(tert-butyl-diphenyl-silanyloxy)-5-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-pyridin-3-yl-amine 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: 76.0%

: 915412-14-5
[3-bromo-5-(tert-butyl-diphenyl-silanyloxy)-phenyl]-pyridin-3-yl-amine

: 73183-34-3
bis(pinacol)diborane

: 915412-15-6
[3-(tert-butyl-diphenyl-silanyloxy)-5-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-pyridin-3-yl-amine

Guidance literature:: With potassium acetate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In 1,4-dioxane; at 80 ℃; for 16h;

Reference yield:

: 915412-14-5
[3-bromo-5-(tert-butyl-diphenyl-silanyloxy)-phenyl]-pyridin-3-yl-amine

: 73183-34-3
bis(pinacol)diborane

: 915412-15-6
[3-(tert-butyl-diphenyl-silanyloxy)-5-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-pyridin-3-yl-amine

: C₂₇H₂₉BN₂O₃Si

Guidance literature:: With potassium acetate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; In 1,4-dioxane; at 80 ℃; for 16h;

Reference yield:

: 915410-95-6
N-(3-bromo-5-(4-methoxybenzyloxy)phenyl)pyridin-3-amine

: 915412-15-6
[3-(tert-butyl-diphenyl-silanyloxy)-5-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-pyridin-3-yl-amine

Guidance literature:: Multi-step reaction with 3 steps

1: methyl-phenyl-thioether; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid / 0 °C

2: sodium hydride / N,N-dimethyl-formamide

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

With methyl-phenyl-thioether; [1,1'-bis(diphenylphosphino)ferrocene]dichloropalladium(II) complex with dichloromethane; potassium acetate; sodium hydride; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In dimethyl sulfoxide; N,N-dimethyl-formamide; 3: Suzuki-Miyura coupling;
DOI:10.1021/jm100659v