2-Bromo-3,5-diphenylpyrazine

Base Information

• Chemical Name: 2-Bromo-3,5-diphenylpyrazine
• CAS No.: 243472-71-1
• Molecular Formula: C₁₆H₁₁BrN₂
• Molecular Weight: 311.181
• DSSTox Substance ID: DTXSID801309293
• Nikkaji Number: J1.175.392B
• Mol file: 243472-71-1.mol

Synonyms:2-bromo-3,5-diphenylpyrazine;Pyrazine, 2-bromo-3,5-diphenyl-;243472-71-1;DTXSID801309293

Chemical Property of 2-Bromo-3,5-diphenylpyrazine

Chemical Property:

• XLogP3: 4.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 310.01056
• Heavy Atom Count: 19
• Complexity: 272

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C2=CN=C(C(=N2)C3=CC=CC=C3)Br

Technology Process of 2-Bromo-3,5-diphenylpyrazine

There total 2 articles about 2-Bromo-3,5-diphenylpyrazine 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:

3,5-diphenyl-2-trimethylsilanyloxy-pyrazine (243472-83-5) → 2-bromo-3,5-diphenylpyrazine (243472-71-1)

Guidance literature:

With phosphorus tribromide; at 150 ℃; for 2h; Yield given;

DOI:10.1002/jhet.5570360334

Reference yield:

2,6-diphenyl-3-hydroxypyrazine (41270-61-5) → 2-bromo-3,5-diphenylpyrazine (243472-71-1)

Guidance literature:

Multi-step reaction with 2 steps

1: Me₃SiCl / 0.5 h / Heating

2: PBr₃ / 2 h / 150 °C

With chloro-trimethyl-silane; phosphorus tribromide;

DOI:10.1002/jhet.5570360334

Reference yield: 93.0%

2-bromo-3,5-diphenylpyrazine (243472-71-1) + tributyl(1-ethoxyprop-1-enyl)stannane → 3,5-Diphenyl-2-propionylpyrazine

Guidance literature:

2-bromo-3,5-diphenylpyrazine; tributyl(1-ethoxyprop-1-enyl)stannane; With copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride; In acetonitrile; for 6h; Heating;

With hydrogenchloride; In acetonitrile; for 1h; Heating;

DOI:10.1055/s-2001-16082

upstream raw materials:

3,5-diphenyl-2-trimethylsilanyloxy-pyrazine

2,6-diphenyl-3-hydroxypyrazine