5-Phenyl-3-pyridinyl boronic acid, pinacol ester

Base Information

• Chemical Name: 5-Phenyl-3-pyridinyl boronic acid, pinacol ester
• CAS No.: 1171891-07-8
• Molecular Formula: C17H20BNO2
• Molecular Weight: 281.162
• Hs Code.: 2934999090
• Mol file: 1171891-07-8.mol

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

Chemical Property of 5-Phenyl-3-pyridinyl boronic acid, pinacol ester

Chemical Property:

• Boiling Point: 428.3±33.0 °C(Predicted)
• PKA: 4.84±0.22(Predicted)
• PSA: 31.35000
• Density: 1.09±0.1 g/cm3(Predicted)
• LogP: 3.04780

Purity/Quality:

97% ^*data from raw suppliers

3-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 5-Phenyl-3-pyridinyl boronic acid, pinacol ester

There total 2 articles about 5-Phenyl-3-pyridinyl 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: 89.0%

3-phenylpyridine (1008-88-4) + bis(pinacol)diborane (73183-34-3) → 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-5-phenylpyridine (1171891-07-8)

Guidance literature:

bis(pinacol)diborane; With bis(1,5-cyclooctadiene)diiridium(I) dichloride; C₅₁H₃₂N₈Zn; In para-xylene; at 20 ℃; for 0.5h; Schlenk technique;

3-phenylpyridine; In para-xylene; at 80 ℃; for 17h; regioselective reaction; Schlenk technique;

DOI:10.1002/anie.202101997

Reference yield: 82.0%

→ 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-5-phenylpyridine (1171891-07-8)

Guidance literature:

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate; In toluene; for 5h; Reflux;

Reference yield: 38.6%

3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-5-phenylpyridine (1171891-07-8) + C9H10BrN3OS → N-(5-(5-phenylpyridin-3-yl)-1H-thieno[3,2-c]pyrazol-3-yl)butanamide

Guidance literature:

With [1,1'-bis(diphenylphosphino)ferrocene]dichloropalladium(II); potassium acetate; In ethanol; water; N,N-dimethyl-formamide; at 100 ℃; for 12h; Inert atmosphere;

upstream raw materials:

3-phenylpyridine

bis(pinacol)diborane

Downstream raw materials:

3-cyclopropyl-6-fluoro-2-(5-phenylpyridin-3-yl)imidazo[1,2-a]pyridine

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