[2-Fluoro-4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-acetic acid methyl ester

Base Information

• Chemical Name: [2-Fluoro-4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-acetic acid methyl ester
• CAS No.: 1415960-53-0
• Molecular Formula: C15H20BFO4
• Molecular Weight: 294.131
• Mol file: 1415960-53-0.mol

Synonyms:methyl 2-(2-fluoro-4-(4,4 5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)acetate

Chemical Property of [2-Fluoro-4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-acetic acid methyl ester

Chemical Property:

• PSA: 44.76000
• LogP: 1.84040

Purity/Quality:

97% ^*data from raw suppliers

methyl2-(2-fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)acetate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of [2-Fluoro-4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-acetic acid methyl ester

There total 4 articles about [2-Fluoro-4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-acetic acid methyl ester 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: 90.0%

methyl 2-(4-bromo-2-fluoro-phenyl)acetate (193290-19-6) + bis(pinacol)diborane (73183-34-3) → methyl 2-(2-fluoro-4-(4,4 5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)acetate (1415960-53-0)

Guidance literature:

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate; In 1,4-dioxane; for 4h; Inert atmosphere; Reflux;

Reference yield:

2-(4-bromo-2-fluoro-phenyl)acetic acid (114897-92-6) → methyl 2-(2-fluoro-4-(4,4 5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)acetate (1415960-53-0)

Guidance literature:

Multi-step reaction with 2 steps

1.1: thionyl chloride

1.2: 4 h / 65 °C

2.1: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium acetate / dimethyl sulfoxide / 3 h / 80 °C / Inert atmosphere

With thionyl chloride; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium acetate; In dimethyl sulfoxide;

Reference yield:

4-bromo-2-fluorobenzyl bromide (76283-09-5) → methyl 2-(2-fluoro-4-(4,4 5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)acetate (1415960-53-0)

Guidance literature:

Multi-step reaction with 4 steps

1: ethanol / 12 h / 60 °C / Inert atmosphere

2: sodium hydroxide; methanol / 12 h / 100 °C

3: sulfuric acid / Reflux

4: potassium acetate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 1,4-dioxane / 4 h / Inert atmosphere; Reflux

With methanol; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; sulfuric acid; potassium acetate; sodium hydroxide; In 1,4-dioxane; ethanol;

upstream raw materials:

methyl 2-(4-bromo-2-fluoro-phenyl)acetate

bis(pinacol)diborane

2-(4-bromo-2-fluoro-phenyl)acetic acid

(4-bromo-2-fluorophenyl)acetonitrile

Downstream raw materials:

2-(2-fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)acetic acid

C₃₁H₄₂BFN₂O₅

2-(4-(4-ethoxy-6-oxo-1,6-dihydropyridin-3-yl)-2-fluorophenyl)-N-(5-(1,1,1- trifluoro-2-methylpropan-2-yl)isoxazol-3-yl)acetamide