2-Phenylpyridine-4-boronic acid pinacol ester

Base Information

• Chemical Name: 2-Phenylpyridine-4-boronic acid pinacol ester
• CAS No.: 879291-26-6
• Molecular Formula: C₁₇H₂₀BNO₂
• Molecular Weight: 281.162
• Hs Code.: 2934999090
• Mol file: 879291-26-6.mol

Synonyms:2-PHENYL-4-PYRIDINE BORONIC ACID PINACOL BORATE;2-PHENYLPYRIDINE-4-BORONIC ACID PINACOL ESTER;2-Phenyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine

Chemical Property of 2-Phenylpyridine-4-boronic acid pinacol ester

Chemical Property:

• Boiling Point: 421.3±33.0 °C(Predicted)
• PKA: 3.67±0.10(Predicted)
• PSA: 31.35000
• Density: 1.09±0.1 g/cm3(Predicted)
• LogP: 3.04780
• Storage Temp.: 2-8°C

Purity/Quality:

98.5% ^*data from raw suppliers

2-Phenyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-Phenylpyridine-4-boronic acid pinacol ester

There total 10 articles about 2-Phenylpyridine-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: 96.3%

4-bromo-2-phenyl pyridine (98420-98-5) + bis(pinacol)diborane (73183-34-3) → 2-(2-phenylpyridin-4-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (879291-26-6)

Guidance literature:

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium acetate; In 1,4-dioxane; at 90 ℃; for 3h; Temperature; Inert atmosphere;

Reference yield: 52.0%

2-phenylpyridine (1008-89-5) + bis(pinacol)diborane (73183-34-3) → 2-(2-phenylpyridin-4-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (879291-26-6)

Guidance literature:

bis(pinacol)diborane; With (1,5-cyclooctadiene)(methoxy)iridium(I) dimer; 4,4'-di-tert-butyl-2,2'-bipyridine; In hexane; at 60 ℃; for 0.5h; Inert atmosphere; Glovebox; Sealed tube;

2-phenylpyridine; With bis(2,6-di-tert-butyl-4-methylphenoxide)methylaluminum; In hexane; at 20 ℃; for 6h; Sealed tube;

DOI:10.1002/anie.201701238

Reference yield: 13.0%

4-chloro-2-phenyl-pyridine (57311-18-9) + bis(pinacol)diborane (73183-34-3) → 2-(2-phenylpyridin-4-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (879291-26-6)

Guidance literature:

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate; In 1,4-dioxane; for 72h; Reflux;

DOI:10.1039/c6tc03874c

upstream raw materials:

2-phenylpyridine

bis(pinacol)diborane

2,4-dibromopyridine

phenylboronic acid

Downstream raw materials:

[2-(4-phenyl-2-pyridinyl-κN)phenyl-κC]bis[2-(2-pyridinyl-κN)phenyl-κC]iridium(III)