2-(tetrahydro-2H-pyran-4-yloxy)-5-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)benzonitrile

Base Information

• Chemical Name: 2-(tetrahydro-2H-pyran-4-yloxy)-5-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)benzonitrile
• CAS No.: 1292317-54-4
• Molecular Formula: C18H24BNO4
• Molecular Weight: 329.204
• Hs Code.: 2934999090
• Mol file: 1292317-54-4.mol

Synonyms:2-(tetrahydro-2H-pyran-4-yloxy)-5-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)benzonitrile;2-(Tetrahydro-pyran-4-yloxy)-5-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-benzonitrile

Chemical Property of 2-(tetrahydro-2H-pyran-4-yloxy)-5-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)benzonitrile

Chemical Property:

• Boiling Point: 477.7±45.0 °C(Predicted)
• PSA: 60.71000
• Density: 1.13±0.1 g/cm3(Predicted)
• LogP: 2.41528
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature

Purity/Quality:

97% ^*data from raw suppliers

2-((Tetrahydro-2H-pyran-4-yl)oxy)-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:

SDS file from LookChem

Useful:

Technology Process of 2-(tetrahydro-2H-pyran-4-yloxy)-5-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)benzonitrile

There total 4 articles about 2-(tetrahydro-2H-pyran-4-yloxy)-5-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)benzonitrile 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: 98.0%

5-bromo-2-((tetrahydro-2H-pyran-4-yl)oxy)benzonitrile (876918-62-6) + bis(pinacol)diborane (73183-34-3) → 2-((tetrahydro-2H-pyran-4-yl)oxy)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzonitrile (1292317-54-4)

Guidance literature:

With potassium acetate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; In 1,4-dioxane; at 80 ℃; for 20h;

Reference yield:

Tetrahydro-pyran-4-ol (2081-44-9) → 2-((tetrahydro-2H-pyran-4-yl)oxy)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzonitrile (1292317-54-4)

Guidance literature:

Multi-step reaction with 2 steps

1: triphenylphosphine; diethylazodicarboxylate / tetrahydrofuran / 18 h / 20 °C

2: potassium acetate / (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 1,4-dioxane / 16 h / 90 °C

With potassium acetate; triphenylphosphine; diethylazodicarboxylate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In tetrahydrofuran; 1,4-dioxane;

Reference yield:

5-Bromo-2-fluoro-benzonitrile (179897-89-3) → 2-((tetrahydro-2H-pyran-4-yl)oxy)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzonitrile (1292317-54-4)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium hydride / N,N-dimethyl-formamide / 16 h / 0 - 45 °C

2: potassium acetate / (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 1,4-dioxane / 16 h / 90 °C

With potassium acetate; sodium hydride; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In 1,4-dioxane; N,N-dimethyl-formamide;

upstream raw materials:

Tetrahydro-pyran-4-ol

5-Bromo-2-fluoro-benzonitrile

5-bromo-2-((tetrahydro-2H-pyran-4-yl)oxy)benzonitrile

bis(pinacol)diborane

Downstream raw materials:

5-(2-chloropyrimidin-4-yl)-2-(tetrahydro-2H-pyran-4-yloxy)benzonitrile

4-({4-[3-cyano-4-(tetrahydro-2H-pyran-4-yloxy)phenyl]pyrimidin-2-yl}amino)-2-methoxybenzoic acid

5-[2-[(4-morpholinophenyl)amino]pyrimidin-4-yl]-2-tetrahydropyran-4-yloxy-benzonitrile

5-[2-[[4-(hydroxymethyl)-3-methoxy-phenyl]amino]pyrimidin-4-yl]-2-tetrahydropyran-4-yloxy-benzonitrile

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