5-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)-2,2’-bipyridine

Base Information

• Chemical Name: 5-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)-2,2’-bipyridine
• CAS No.: 480434-20-6
• Molecular Formula: C₂₂H₂₃BN₂O₂
• Molecular Weight: 358.248
• Mol file: 480434-20-6.mol

Synonyms:5-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)-2,2’-bipyridine

Chemical Property of 5-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)-2,2’-bipyridine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)-2,2’-bipyridine

There total 5 articles about 5-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)-2,2’-bipyridine 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: 91.0%

bis(pinacol)diborane (73183-34-3) + 5-(4-bromophenyl)-2,2'-bipyridine (173960-45-7) → 5-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)-2,2’-bipyridine (480434-20-6)

Guidance literature:

With 1,1'-bis-(diphenylphosphino)ferrocene; potassium acetate; palladium dichloride; In 1,4-dioxane; at 80 ℃;

DOI:10.1002/ejic.200700030

Reference yield: 91.0%

water (7732-18-5) + bis(pinacol)diborane (73183-34-3) + 5-(4-bromophenyl)-2,2'-bipyridine (173960-45-7) → 5-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)-2,2’-bipyridine (480434-20-6)

Guidance literature:

With potassium acetate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In 1,4-dioxane; Ar, 1.2 equiv. of B compd., stirred at 80°C; solvent evapd., residue dissolved (CHCl3), washed (aq. EDTA), chromy. (silica gel, ethyl acetate/hexanes); elem. anal.;

DOI:10.1002/ejic.200700030

Reference yield: 80.0%

5-bromo-2,2'-bipyridyl (15862-19-8) + benzene-1,4-diboronic acid bispinacol ester (99770-93-1) → 5-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)-2,2’-bipyridine (480434-20-6)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate; In 1,4-dioxane; ethanol; water; at 80 ℃; Inert atmosphere;

DOI:10.1002/anie.201610041

upstream raw materials:

5-bromo-2,2'-bipyridyl

benzene-1,4-diboronic acid bispinacol ester

bis(pinacol)diborane

5-(4-bromophenyl)-2,2'-bipyridine

Downstream raw materials:

9-benzyl-8-[4-(2,2'-bipyridine-5-yl)phenyl]adenine

5-[4-(2,2'-bipyridin-5-yl)phenyl]-2'-deoxyuridine

5-[4-(2,2'-bipyridin-5-yl)phenyl]-2'-deoxycytidine

Refernces

• 1、 Haino, Takeharu,Kobayashi, Mutsumi,Chikaraishi, Midori,Fukazawa, Yoshimasa. "A new self-assembling capsule via metal coordination". . p. 2321 - 2323. Retrieved 2005.
• 2、 Vrabel, Milan,Hocek, Michal,Havran, Ludek,Fojta, Miroslav,Votruba, Ivan,Klepetarova, Blanka,Pohl, Radek,Rulisek, Lubomir,Zendlova, Lucie,Hobza, Pavel,Shih, I.-Hung,Mabery, Eric,Mackman, Richard. "Purines bearing phenanthroline or bipyridine ligands and their RuII complexes in position 8 as model compounds for electrochemical DNA labeling - Synthesis, crystal structure, electrochemistry, quantum chemical calculations, cytostatic and antiviral activity". . p. 1752 - 1769. Retrieved 2008/02/06.