3-Chloro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl methanesulfonate

Base Information

• Chemical Name: 3-Chloro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl methanesulfonate
• CAS No.: 960388-58-3
• Molecular Formula: C₁₃H₁₈BClO₅S
• Molecular Weight: 332.613
• Mol file: 960388-58-3.mol

Synonyms:3-Chloro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl methanesulfonate

Chemical Property of 3-Chloro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl methanesulfonate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-Chloro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl methanesulfonate

There total 2 articles about 3-Chloro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl methanesulfonate 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: 86.0%

3-chloro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol (960388-56-1) + methanesulfonyl chloride (124-63-0) → 3-Chloro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl methanesulfonate (960388-58-3)

Guidance literature:

With triethylamine; In dichloromethane; at 0 - 20 ℃; for 1h;

Reference yield:

3-bromo-5-chlorophenol (56962-04-0) + bis(pinacol)diborane (73183-34-3) → 3-Chloro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl methanesulfonate (960388-58-3)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium acetate / (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 1,2-dimethoxyethane; water / 0.25 h / 150 °C / Microwave irradiation

2: triethylamine / dichloromethane / 1 h / 0 - 20 °C

With potassium acetate; triethylamine; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In 1,2-dimethoxyethane; dichloromethane; water;

Reference yield: 25.0%

3-Chloro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl methanesulfonate (960388-58-3) + 2-amino-5-(3-bromo-4-fluorophenyl)-3-methyI-5-(2-methylpyridin-4-yl)-3,5-dihydro-4H-imidazol-4-one (1035267-70-9) → 5'-(2-amino-1-methyl-4-(2-methylpyridin-4-yl)-5-oxo-4,5-dihydro-1H-imidazol-4-yl)-5-chloro-2'-fluorobiphenyI-3-yI methanesulfonate hydrochloride (1035268-76-8)

Guidance literature:

3-Chloro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl methanesulfonate; 2-amino-5-(3-bromo-4-fluorophenyl)-3-methyI-5-(2-methylpyridin-4-yl)-3,5-dihydro-4H-imidazol-4-one; With potassium carbonate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In tetrahydrofuran; water; at 150 ℃; for 0.25h; Irradiation in a microwave;

With hydrogenchloride; In diethyl ether;

upstream raw materials:

3-chloro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol

methanesulfonyl chloride

3-bromo-5-chlorophenol

bis(pinacol)diborane

Downstream raw materials:

5'-(2-amino-1-methyl-4-(2-methylpyridin-4-yl)-5-oxo-4,5-dihydro-1H-imidazol-4-yl)-5-chloro-2'-fluorobiphenyI-3-yI methanesulfonate hydrochloride