6'-Bromo-2,3'-bipyridine

Base Information

• Chemical Name: 6'-Bromo-2,3'-bipyridine
• CAS No.: 342618-54-6
• Molecular Formula: C₁₀H₇BrN₂
• Molecular Weight: 235.083
• DSSTox Substance ID: DTXSID10451781
• Nikkaji Number: J1.814.299F
• Wikidata: Q82271997
• Mol file: 342618-54-6.mol

Synonyms:6'-bromo-2,3'-bipyridine;AGN-PC-0NEDJG;342618-54-6;SCHEMBL4480460;DTXSID10451781;AKOS015945649

Chemical Property of 6'-Bromo-2,3'-bipyridine

Chemical Property:

• XLogP3: 2.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 233.97926
• Heavy Atom Count: 13
• Complexity: 163

Purity/Quality:

99%,98%, ^*data from raw suppliers

6'-BROMO-2,3'-BIPYRIDINE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=NC(=C1)C2=CN=C(C=C2)Br

Technology Process of 6'-Bromo-2,3'-bipyridine

There total 7 articles about 6'-Bromo-2,3'-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: 64.0%

2,5-dibromopyridine (624-28-2) + phenyl(pyridin-2-yl)(p-tolyl)sulfonium trifluoromethanesulfonate → 6'-bromo-[2,3']bipyridinyl (342618-54-6)

Guidance literature:

2,5-dibromopyridine; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 0.533333h; Sealed tube; Inert atmosphere;

phenyl(pyridin-2-yl)(p-tolyl)sulfonium trifluoromethanesulfonate; In tetrahydrofuran; hexane; at -78 ℃; for 2h; Sealed tube; Inert atmosphere;

DOI:10.1021/acs.orglett.0c03048

Reference yield: 60.0%

2-iodopyridine (5029-67-4) + 6-bromopyridin-3-ylboronic acid (223463-14-7) → 6'-bromo-[2,3']bipyridinyl (342618-54-6)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate; In 1,4-dioxane; water; at 80 ℃; regioselective reaction; Reflux;

DOI:10.1055/s-0030-1258147

Reference yield: 11.0%

2-bromo-pyridine (109-04-6) + 6-bromopyridin-3-ylboronic acid (223463-14-7) → 6'-bromo-[2,3']bipyridinyl (342618-54-6)

Guidance literature:

With sodium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In N,N-dimethyl-formamide; at 80 ℃; for 43h;

DOI:10.1021/jo020388b

upstream raw materials:

2-bromo-pyridine

6-bromopyridin-3-ylboronic acid

2,5-dibromopyridine

2-iodopyridine

Downstream raw materials:

5-(2-Pyridyl)-1,2-dihydropyridin-2-one

methyl 2,3'-dipyridine-6'-carboxylate