2,5-bis((4,5-bis(dodecyloxy)-2-(pyridin-4-ylethynyl)phenyl)-ethynyl)pyrazine

Base Information

• Chemical Name: 2,5-bis((4,5-bis(dodecyloxy)-2-(pyridin-4-ylethynyl)phenyl)-ethynyl)pyrazine
• CAS No.: 1361113-94-1
• Molecular Formula: C₈₂H₁₁₄N₄O₄
• Molecular Weight: 1219.83
• Mol file: 1361113-94-1.mol

Synonyms:2,5-bis((4,5-bis(dodecyloxy)-2-(pyridin-4-ylethynyl)phenyl)-ethynyl)pyrazine

Chemical Property of 2,5-bis((4,5-bis(dodecyloxy)-2-(pyridin-4-ylethynyl)phenyl)-ethynyl)pyrazine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2,5-bis((4,5-bis(dodecyloxy)-2-(pyridin-4-ylethynyl)phenyl)-ethynyl)pyrazine

There total 4 articles about 2,5-bis((4,5-bis(dodecyloxy)-2-(pyridin-4-ylethynyl)phenyl)-ethynyl)pyrazine 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: 61.0%

2,5-diiodopyrazine (1093418-77-9) + 4-((4,5-bis(dodecyloxy)-2-ethynylphenyl)ethynyl)pyridine (1361114-16-0) → 2,5-bis((4,5-bis(dodecyloxy)-2-(pyridin-4-ylethynyl)phenyl)-ethynyl)pyrazine (1361113-94-1)

Guidance literature:

With copper(l) iodide; bis(benzonitrile)palladium(II) dichloride; diisopropylamine; XPhos; In N,N-dimethyl-formamide; at 70 ℃; for 72h; Inert atmosphere;

DOI:10.1021/jo300034h

Reference yield:

C43H74O2Si (1361114-29-5) → 2,5-bis((4,5-bis(dodecyloxy)-2-(pyridin-4-ylethynyl)phenyl)-ethynyl)pyrazine (1361113-94-1)

Guidance literature:

Multi-step reaction with 3 steps

1: copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride; diisopropylamine / N,N-dimethyl-formamide / 20 h / 60 °C / Inert atmosphere

2: tetrabutyl ammonium fluoride / tetrahydrofuran / 0.33 h / -89 °C / Inert atmosphere

3: copper(l) iodide; bis(benzonitrile)palladium(II) dichloride; diisopropylamine; XPhos / N,N-dimethyl-formamide / 72 h / 70 °C / Inert atmosphere

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; bis(benzonitrile)palladium(II) dichloride; tetrabutyl ammonium fluoride; diisopropylamine; XPhos; In tetrahydrofuran; N,N-dimethyl-formamide;

DOI:10.1021/jo300034h

Reference yield:

4-((4,5-bis(dodecyloxy)-2-((triisopropylsilyl)ethynyl)phenyl)-ethynyl)pyridine (1361114-14-8) → 2,5-bis((4,5-bis(dodecyloxy)-2-(pyridin-4-ylethynyl)phenyl)-ethynyl)pyrazine (1361113-94-1)

Guidance literature:

Multi-step reaction with 2 steps

1: tetrabutyl ammonium fluoride / tetrahydrofuran / 0.33 h / -89 °C / Inert atmosphere

2: copper(l) iodide; bis(benzonitrile)palladium(II) dichloride; diisopropylamine; XPhos / N,N-dimethyl-formamide / 72 h / 70 °C / Inert atmosphere

With copper(l) iodide; bis(benzonitrile)palladium(II) dichloride; tetrabutyl ammonium fluoride; diisopropylamine; XPhos; In tetrahydrofuran; N,N-dimethyl-formamide;

DOI:10.1021/jo300034h

upstream raw materials:

2,5-diiodopyrazine

4-((4,5-bis(dodecyloxy)-2-ethynylphenyl)ethynyl)pyridine

C₄₃H₇₄O₂Si

4-((4,5-bis(dodecyloxy)-2-((triisopropylsilyl)ethynyl)phenyl)-ethynyl)pyridine