3-Cyano-4-methoxyphenylboronic acid pinacol ester

Base Information

• Chemical Name: 3-Cyano-4-methoxyphenylboronic acid pinacol ester
• CAS No.: 1220219-22-6
• Molecular Formula: C14H18BNO3
• Molecular Weight: 259.113
• Mol file: 1220219-22-6.mol

Synonyms:3-Cyano-4-methoxyphenylboronic acid pinacol ester;2-Methoxy-5-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-benzonitrile

Chemical Property of 3-Cyano-4-methoxyphenylboronic acid pinacol ester

Chemical Property:

• PSA: 51.48000
• LogP: 1.86608

Purity/Quality:

97% ^*data from raw suppliers

2-Methoxy-5-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)benzonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-Cyano-4-methoxyphenylboronic acid pinacol ester

There total 2 articles about 3-Cyano-4-methoxyphenylboronic 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: 92.0%

5-bromo-2-methoxybenzonitrile (144649-99-0) + bis(pinacol)diborane (73183-34-3) → 2-methoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzonitrile (1220219-22-6)

Guidance literature:

With potassium acetate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; In 1,4-dioxane; at 80 ℃; for 18h;

Reference yield: 43.0%

5-iodo-2-methoxybenzonitrile (933672-32-3) + bis(pinacol)diborane (73183-34-3) → 2-methoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzonitrile (1220219-22-6)

Guidance literature:

With pyridine; cesium fluoride; In dimethyl sulfoxide; at 105 ℃; for 2h; Inert atmosphere; Schlenk technique;

DOI:10.1055/s-0036-1588431

Reference yield: 76.0%

2,6-Dichloropyrimidine (3934-20-1) + 2-methoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzonitrile (1220219-22-6) → 5-(2-chloropyrimidin-4-yl)-2-methoxybenzonitrile (1292317-51-1)

Guidance literature:

With potassium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In water; acetonitrile; at 90 ℃; for 5h;

upstream raw materials:

5-bromo-2-methoxybenzonitrile

bis(pinacol)diborane

5-iodo-2-methoxybenzonitrile

Downstream raw materials:

5-(2-chloropyrimidin-4-yl)-2-methoxybenzonitrile

tert-butyl N-[4-[[4-(3-cyano-4-methoxy-phenyl)pyrimidin-2-yl]amino]phenyl]carbamate

C₁₂H₁₀N₄O₂