2-(1-methyl-1H-pyrazol-3-yl)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine

Base Information

• Chemical Name: 2-(1-methyl-1H-pyrazol-3-yl)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine
• CAS No.: 879291-27-7
• Molecular Formula: C₁₇H₂₀BNO₂
• Molecular Weight: 281.162
• Hs Code.: 2934999090
• Mol file: 879291-27-7.mol

Synonyms:2-(1-methyl-1H-pyrazol-3-yl)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine;

Chemical Property of 2-(1-methyl-1H-pyrazol-3-yl)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine

Chemical Property:

• Melting Point: 107.0 to 111.0 °C
• Boiling Point: 403.9±33.0 °C(Predicted)
• PKA: 4.43±0.12(Predicted)
• PSA: 31.35000
• Density: 1.09±0.1 g/cm3(Predicted)
• LogP: 3.04780
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C

Purity/Quality:

97% ^*data from raw suppliers

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

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-(1-methyl-1H-pyrazol-3-yl)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine

There total 13 articles about 2-(1-methyl-1H-pyrazol-3-yl)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)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: 95.0%

5-methoxyl-2-phenylpyridine (53698-54-7) + bis(pinacol)diborane (73183-34-3) → 2-phenyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine (879291-27-7)

Guidance literature:

With tert-butylethylene; C₃₄H₅₁AlN₃P₂Rh; In 1,4-dioxane; at 150 ℃; for 15h; chemoselective reaction; Glovebox;

DOI:10.1021/jacs.1c03038

Reference yield: 80.0%

5-bromo-2-phenylpyridine (27012-25-5) + bis(pinacol)diborane (73183-34-3) → 2-phenyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine (879291-27-7)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium acetate; In 1,4-dioxane; at 90 ℃; for 16h; Inert atmosphere;

Reference yield: 57.0%

1-(6-phenylpyridin-3-yl)butan-1-one O-perfluorobenzoyl oxime + bis(pinacol)diborane (73183-34-3) → 2-phenyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine (879291-27-7)

Guidance literature:

With 2,6-di-tert-butyl-4-methyl-phenol; potassium carbonate; 2-(4,5-dihydro-4,4-dimethyl-2-oxazolyl)pyridine; sodium tetrakis[(3,5-di-trifluoromethyl)phenyl]borate; tris<3,5-bis(trifluoromethyl)phenyl>phosphane; palladium dichloride; In 1,2-dichloro-ethane; at 120 ℃; for 12h; Inert atmosphere; Sealed tube;

DOI:10.1002/anie.202006740

upstream raw materials:

2-phenylpyridine

bis(pinacol)diborane

2,5 dichloropyridine

5-chloro-2-phenylpyridine

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