N-(4-fluorophenyl)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-N-((2-(trimethylsilyl)ethoxy)-methyl)pyrimidine-2-carboxamide

Base Information

Chemical Name:N-(4-fluorophenyl)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-N-((2-(trimethylsilyl)ethoxy)-methyl)pyrimidine-2-carboxamide
CAS No.:1419603-23-8
Molecular Formula:C₂₃H₃₃BFN₃O₄Si
Molecular Weight:473.428
Hs Code.:

Synonyms:N-(4-fluorophenyl)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-N-((2-(trimethylsilyl)ethoxy)-methyl)pyrimidine-2-carboxamide

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Chemical Property of N-(4-fluorophenyl)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-N-((2-(trimethylsilyl)ethoxy)-methyl)pyrimidine-2-carboxamide

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Technology Process of N-(4-fluorophenyl)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-N-((2-(trimethylsilyl)ethoxy)-methyl)pyrimidine-2-carboxamide

There total 5 articles about N-(4-fluorophenyl)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-N-((2-(trimethylsilyl)ethoxy)-methyl)pyrimidine-2-carboxamide 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:

: 1419603-21-6
5-bromo-N-(4-fluorophenyl)-N-((2-(trimethylsilyl)ethoxy)methyl)pyrimidine-2-carboxamide

: 73183-34-3
bis(pinacol)diborane

: 1419603-23-8
N-(4-fluorophenyl)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-N-((2-(trimethylsilyl)ethoxy)-methyl)pyrimidine-2-carboxamide

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

Reference yield:

: 37131-87-6
5-bromo-2-pyrimidinecarboxylic acid

: 1419603-23-8
N-(4-fluorophenyl)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-N-((2-(trimethylsilyl)ethoxy)-methyl)pyrimidine-2-carboxamide

Guidance literature:: Multi-step reaction with 4 steps

1.1: thionyl chloride / benzene / 2 h / 100 °C

2.1: dichloromethane / 16 h / 20 °C / Inert atmosphere

3.1: sodium hydride / N,N-dimethyl-formamide / 0.5 h / -5 °C / Inert atmosphere

3.2: 2 h / -5 - 20 °C

4.1: potassium acetate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 1,4-dioxane / 16 h / 80 °C / Inert atmosphere

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; thionyl chloride; potassium acetate; sodium hydride; In 1,4-dioxane; dichloromethane; N,N-dimethyl-formamide; benzene;

Reference yield:

: 1419603-19-2
5-bromo-N-(4-fluorophenyl)pyrimidine-2-carboxamide

: 1419603-23-8
N-(4-fluorophenyl)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-N-((2-(trimethylsilyl)ethoxy)-methyl)pyrimidine-2-carboxamide

Guidance literature:: Multi-step reaction with 2 steps

1.1: sodium hydride / N,N-dimethyl-formamide / 0.5 h / -5 °C / Inert atmosphere

1.2: 2 h / -5 - 20 °C

2.1: potassium acetate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 1,4-dioxane / 16 h / 80 °C / Inert atmosphere

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate; sodium hydride; In 1,4-dioxane; N,N-dimethyl-formamide;