5-PHENYL-3-PYRIDINYL BORONIC ACID

Base Information

• Chemical Name: 5-PHENYL-3-PYRIDINYL BORONIC ACID
• CAS No.: 850991-38-7
• Molecular Formula: C11H10BNO2
• Molecular Weight: 199.017
• Mol file: 850991-38-7.mol

Synonyms:5-Phenylpyridine-3-boronic acid;

Chemical Property of 5-PHENYL-3-PYRIDINYL BORONIC ACID

Chemical Property:

• Vapor Pressure: 1.72E-08mmHg at 25°C
• Refractive Index: 1.614
• Boiling Point: 439.279 °C at 760 mmHg
• PKA: 3.78±0.10(Predicted)
• Flash Point: 219.468 °C
• PSA: 53.35000
• Density: 1.243 g/cm³
• LogP: 0.42840
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C

Purity/Quality:

99%, ^*data from raw suppliers

5-Phenylpyridin-3-ylboronicacid 97% ^*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

There total 4 articles about 5-PHENYL-3-PYRIDINYL BORONIC ACID 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: 76.0%

(5-bromopyridin-3-yl)boronic acid MIDA ester + phenylboronic acid (98-80-6) → (5-phenylpyridin-3-yl)boronic acid (850991-38-7)

Guidance literature:

With potassium phosphate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; water; In tetrahydrofuran; at 90 ℃; for 4h; Inert atmosphere; Sealed tube; Microwave irradiation;

DOI:10.1021/acs.orglett.5b03030

Reference yield:

3-bromo-5-phenylpyridine (142137-17-5) → (5-phenylpyridin-3-yl)boronic acid (850991-38-7)

Guidance literature:

3-bromo-5-phenylpyridine; With n-butyllithium; Triisopropyl borate; In toluene; at -60 - -10 ℃; for 1h;

With hydrogenchloride; water; In toluene;

Reference yield:

Triisopropyl borate (5419-55-6) + 3-bromo-5-phenylpyridine (142137-17-5) → (5-phenylpyridin-3-yl)boronic acid (850991-38-7)

Guidance literature:

Triisopropyl borate; 3-bromo-5-phenylpyridine; With n-butyllithium; In toluene; at -60 - -10 ℃; for 1h; Inert atmosphere;

With hydrogenchloride; In water; toluene; Inert atmosphere;

upstream raw materials:

3-bromo-5-phenylpyridine

Triisopropyl borate

phenylboronic acid

Downstream raw materials:

C₁₅H₉ClFN₃

potassium (5-phenylpyridin-3-yl)trifluoroborate

2-(5-chloro-2-fluoro-phenyl)-4-(5-phenyl-pyridin-3-yl)-[1,8]naphthyridine

ethyl 7-(5-phenyl-3-pyridinyl)-3-azabicyclo[3.3.1]non-6-ene-3-carboxylate

Refernces

• 1、 Molander, Gary A.,Trice, Sarah L. J.,Kennedy, Steven M.,Dreher, Spencer D.,Tudge, Matthew T.. "Scope of the palladium-catalyzed aryl borylation utilizing bis-boronic acid". supporting information; experimental part. p. 11667 - 11673. Retrieved 2012/09/05.
• 2、 -. "THERAMUTEIN MODULATORS". Page/Page column 241. . Retrieved 2008/12/07.