2-Methoxy-4-nitrophenylboronic acid pinacol ester

Base Information

• Chemical Name: 2-Methoxy-4-nitrophenylboronic acid pinacol ester
• CAS No.: 1185019-97-9
• Molecular Formula: C₁₃H₁₈BNO₅
• Molecular Weight: 279.101
• Mol file: 1185019-97-9.mol

Synonyms:2-(2-methoxy-4-nitrophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Chemical Property of 2-Methoxy-4-nitrophenylboronic acid pinacol ester

Chemical Property:

Purity/Quality:

98% ^*data from raw suppliers

2-(2-Methoxy-4-nitrophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-Methoxy-4-nitrophenylboronic acid pinacol ester

There total 4 articles about 2-Methoxy-4-nitrophenylboronic acid pinacol 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: 100.0%

1-bromo-2-methoxy-4-nitrobenzene (77337-82-7) + bis(pinacol)diborane (73183-34-3) → 2-(2-methoxy-4-nitrophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (1185019-97-9)

Guidance literature:

With potassium acetate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; In 1,4-dioxane; at 80 ℃; for 5h; Inert atmosphere of nitrogen;

Reference yield: 58.0%

4-bromo-3-nitroanizole (5344-78-5) + bis(pinacol)diborane (73183-34-3) → 2-(2-methoxy-4-nitrophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (1185019-97-9)

Guidance literature:

With potassium acetate; bis-triphenylphosphine-palladium(II) chloride; In 1,4-dioxane; at 100 ℃; for 18h; Inert atmosphere;

Reference yield:

2-bromo-5-nitrophenol (52427-05-1) → 2-(2-methoxy-4-nitrophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (1185019-97-9)

Guidance literature:

Multi-step reaction with 2 steps

1.1: lithium hydroxide / tetrahydrofuran / 1 h / 0 °C

1.2: 20 °C

2.1: potassium acetate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / 1,4-dioxane / 16 h / 80 °C

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium acetate; lithium hydroxide; In tetrahydrofuran; 1,4-dioxane;

upstream raw materials:

4-bromo-3-nitroanizole

bis(pinacol)diborane

1-bromo-2-methoxy-4-nitrobenzene

meta-nitrophenol

Downstream raw materials:

4-(2-methoxy-4-nitrophenyl)-6-methylpyridazine 1-oxide

Refernces

• 1、 Boggess, Steven C.,Gandhi, Shivaani S.,Benlian, Brittany R.,Miller, Evan W.. "Vinyl-Fluorene Molecular Wires for Voltage Imaging with Enhanced Sensitivity and Reduced Phototoxicity". supporting information. p. 11903 - 11907. Retrieved 2021/08/20.
• 2、 -. "ARYL AMIDE KINASE INHIBITORS". Page/Page column 91; 92. . Retrieved 2015/02/02.