2-[4-(4,4,5,5-Tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-1-(2-trimethylsilanyl-ethoxymethyl)-1H-imidazole

Base Information

Chemical Name:2-[4-(4,4,5,5-Tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-1-(2-trimethylsilanyl-ethoxymethyl)-1H-imidazole
CAS No.:1269646-23-2
Molecular Formula:C₂₁H₃₃BN₂O₃Si
Molecular Weight:400.401
Hs Code.:
Mol file:1269646-23-2.mol

Synonyms:2-[4-(4,4,5,5-Tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-1-(2-trimethylsilanyl-ethoxymethyl)-1H-imidazole;2-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-imidazole

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Chemical Property of 2-[4-(4,4,5,5-Tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-1-(2-trimethylsilanyl-ethoxymethyl)-1H-imidazole

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Technology Process of 2-[4-(4,4,5,5-Tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-1-(2-trimethylsilanyl-ethoxymethyl)-1H-imidazole

There total 5 articles about 2-[4-(4,4,5,5-Tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-1-(2-trimethylsilanyl-ethoxymethyl)-1H-imidazole 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: 95.0%

: 4,4,4',4',5,5,5'-heptamethyl-2,2'-bi(1,3,2-dioxaborolane)

: 934744-50-0
2-(4-bromophenyl)-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-imidazole

: 1269646-23-2
2-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-imidazole

Guidance literature:: With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate; In 1,4-dioxane; at 110 ℃; for 3h; Inert atmosphere;
DOI:10.1021/acs.jmedchem.7b01223

Reference yield:

: 176961-53-8
2-(4-bromophenyl)-1H-imidazole

: 1269646-23-2
2-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-imidazole

Guidance literature:: Multi-step reaction with 2 steps

1.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 1 h / 0 °C

1.2: 24 h / 0 - 20 °C

2.1: potassium acetate / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; (diphenylphosphin)ferrocene / 1,4-dioxane / 18 h / 90 °C / Inert atmosphere

With potassium acetate; sodium hydride; (diphenylphosphin)ferrocene; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; In 1,4-dioxane; N,N-dimethyl-formamide; mineral oil;

Reference yield:

: 623-00-7
4-bromobenzenecarbonitrile

: 1269646-23-2
2-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-imidazole

Guidance literature:: Multi-step reaction with 3 steps

1.1: sodium methylate / methanol / 5.5 h / 20 °C

1.2: 1 h / 50 °C

1.3: 18 h / 65 °C

2.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 1 h / 0 °C

2.2: 24 h / 0 - 20 °C

3.1: potassium acetate / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; (diphenylphosphin)ferrocene / 1,4-dioxane / 18 h / 90 °C / Inert atmosphere

With sodium methylate; potassium acetate; sodium hydride; (diphenylphosphin)ferrocene; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; In 1,4-dioxane; methanol; N,N-dimethyl-formamide; mineral oil;