2-CYANOPYRIDINE-4-BORONIC ACID PINACOL ESTER

Base Information

• Chemical Name: 2-CYANOPYRIDINE-4-BORONIC ACID PINACOL ESTER
• CAS No.: 741709-62-6
• Molecular Formula: C12H17BN2O3
• Molecular Weight: 230.074
• Hs Code.: 2933399990
• Mol file: 741709-62-6.mol

Synonyms:(2-cyano-4-pyridyl)-(2-hydroxy-1,1,2-trimethyl-propoxy)borinic acid;2-Cyanopyridine-4-boronic acid pinacol ester;

Chemical Property of 2-CYANOPYRIDINE-4-BORONIC ACID PINACOL ESTER

Chemical Property:

• Melting Point: 60-61ºC
• Boiling Point: 409.872 °C at 760 mmHg
• PKA: -1.16±0.10(Predicted)
• Flash Point: 201.684 °C
• Density: 1.152 g/cm³
• Storage Temp.: Inert atmosphere,Store in freezer, under -20°C

Purity/Quality:

97% ^*data from raw suppliers

2-Cyanopyridine-4-boronic acid pinacol ester ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 37/38-41
• Safety Statements: 26-39

MSDS Files:

SDS file from LookChem

Useful:

• Uses: A pyridylborane derivative evaluated for its kinase inhibitory activity.

Technology Process of 2-CYANOPYRIDINE-4-BORONIC ACID PINACOL ESTER

There total 2 articles about 2-CYANOPYRIDINE-4-BORONIC 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: 76.36%

4-bromo-2-cyanopyridine (62150-45-2) + bis(pinacol)diborane (73183-34-3) → 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2-pyridinecarbonitrile (741709-62-6)

Guidance literature:

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium acetate; In 1,4-dioxane; at 80 ℃; for 3h;

Reference yield: 75.0%

4-chloro-pyridine-2-carbonitrile (19235-89-3) + bis(pinacol)diborane (73183-34-3) → 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2-pyridinecarbonitrile (741709-62-6)

Guidance literature:

With C₅₂H₆₇ClFeNPPd; potassium acetate; In 1,4-dioxane; at 110 ℃; for 6h; Inert atmosphere;

DOI:10.1002/adsc.201000085

Reference yield: 89.0%

4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2-pyridinecarbonitrile (741709-62-6) + 1-bromo-4,5-dichloro-2-methoxybenzene → 4-(4,5-dichloro-2-methoxyphenyl)pyridine-2-carbonitrile

Guidance literature:

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; sodium carbonate; In 1,4-dioxane; water; at 80 ℃; for 2h; Inert atmosphere;

upstream raw materials:

4-chloro-pyridine-2-carbonitrile

bis(pinacol)diborane

4-bromo-2-cyanopyridine

Downstream raw materials:

4-[3-chloro-5-(1-hydroxyethyl)-6-methoxy-2-methylphenyl]pyridine-2-carbonitrile

4-(2-(3,5-dimethoxyphenylethyl)-5-(phenylsulfonyl)-5H-pyrrolo[2,3-b]pyrazin-6-yl)picolinonitrile

4-{3-[1-(4-amino-3-methyl-1H-pyrazolo[3,4-d]pyrimidin-1-yl)ethyl]-5-chloro-2-methoxy-6-methylphenyl}pyridine-2-carbonitrile