3-[3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]pyridine

Base Information

• Chemical Name: 3-[3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]pyridine
• CAS No.: 939430-30-5
• Molecular Formula: C17H20BNO2
• Molecular Weight: 281.162
• Mol file: 939430-30-5.mol

Synonyms:3-[3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]pyridine;3-pyridylphenyl boronic acid pinacol ester;

Chemical Property of 3-[3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]pyridine

Chemical Property:

• Melting Point: 95.0 to 99.0 °C
• PSA: 31.35000
• LogP: 3.04780
• Storage Temp.: Inert atmosphere,Room Temperature

Purity/Quality:

99.3% ^*data from raw suppliers

3-[3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]pyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
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MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 3-[3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]pyridine

There total 14 articles about 3-[3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]pyridine 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: 99.3%

bis(pinacol)diborane (73183-34-3) + 3-(3'-bromophenyl)pyridine (4422-32-6) → 3-(3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)pyridine (939430-30-5)

Guidance literature:

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

Reference yield: 95.0%

3-pyridin-3-yl chlorobenzene (5970-10-5) + bis(pinacol)diborane (73183-34-3) → 3-(3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)pyridine (939430-30-5)

Guidance literature:

With potassium acetate; bis(dibenzylideneacetone)-palladium⁽⁰⁾; tricyclohexylphosphine; In 1,4-dioxane; at 80 ℃; for 72h; Inert atmosphere;

DOI:10.1021/ol7030872

Reference yield: 88.0%

3-Bromopyridine (626-55-1,163928-56-1) + trimethyl(3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)stannane (1565857-71-7) → 3-(3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)pyridine (939430-30-5)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; In toluene; at 110 ℃; for 12h; chemoselective reaction; Inert atmosphere;

DOI:10.1021/jo402618r

upstream raw materials:

bis(pinacol)diborane

3-(3'-bromophenyl)pyridine

3-pyridin-3-yl chlorobenzene

3-pyridylboronic acid

Downstream raw materials:

6-(2-pyridynyl)-4-[3'-(3-pyridinyl)[1,1'-biphebyl]-3-yl]-2,2'-bipyridine

3,5,3',5'-tetra(m-pyridin-3-yl)phenyl-[1,1']biphenyl

C₄₀H₃₅BN₂O₂

C₇₃H₄₉N₅

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