4-(4-Pyridinyl)phenylboronic acid pinacol ester

Base Information

• Chemical Name: 4-(4-Pyridinyl)phenylboronic acid pinacol ester
• CAS No.: 1009033-87-7
• Molecular Formula: C17H20 B N O2
• Molecular Weight: 281.162
• Hs Code.: 2934999090
• Mol file: 1009033-87-7.mol

Synonyms:4-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]pyridine;

Chemical Property of 4-(4-Pyridinyl)phenylboronic acid pinacol ester

Chemical Property:

• Melting Point: 265℃
• Boiling Point: 401℃
• PKA: 5.32±0.10(Predicted)
• Flash Point: 197℃
• PSA: 31.35000
• Density: 1.09
• LogP: 3.04780
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C

Purity/Quality:

97% ^*data from raw suppliers

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

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 4-(4-Pyridinyl)phenylboronic acid pinacol ester

There total 5 articles about 4-(4-Pyridinyl)phenylboronic 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%

4-(4-bromophenyl)pyridine (39795-60-3) + bis(pinacol)diborane (73183-34-3) → 4-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)pyridine (1009033-87-7)

Guidance literature:

4-(4-bromophenyl)pyridine; bis(pinacol)diborane; With potassium acetate; In 1,4-dioxane; for 0.5h; Inert atmosphere; Sealed tube;

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; at 100 ℃;

Reference yield: 70.6%

4-iodopyridine (15854-87-2) + benzene-1,4-diboronic acid bispinacol ester (99770-93-1) → 4-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)pyridine (1009033-87-7)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate; In ethanol; water; toluene; at 80 ℃; Inert atmosphere;

DOI:10.1021/jacs.0c07727

Reference yield:

1,4-bromoiodobenzene (589-87-7) → 4-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)pyridine (1009033-87-7)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sodium carbonate / N,N-dimethyl-formamide; water / 0.17 h / Inert atmosphere

1.2: 8 h / 80 °C / Inert atmosphere

2.1: potassium acetate / 1,4-dioxane / 0.17 h / Inert atmosphere

2.2: Reflux; Inert atmosphere

With potassium acetate; sodium carbonate; In 1,4-dioxane; water; N,N-dimethyl-formamide;

DOI:10.1021/jm501436m

upstream raw materials:

4-(4-bromophenyl)pyridine

bis(pinacol)diborane

1.4-dibromobenzene

1,4-bromoiodobenzene

Downstream raw materials:

3,5,3',5'-tetra(p-pyridin-4-yl)phenyl-[1,1']biphenyl

(2R)-2-methyl-2-(methylsulfonyl)-4-[2-oxo-4-(4-pyridin-4-ylphenyl)pyridin-1(2H)-yl]-N-(tetrahydro-2H-pyran-2-yloxy)butanamide

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