3-[2,3-difluoro-4-(n-octyloxy)phenyl]-2-fluoro-6-iodopyrazine

Base Information

• Chemical Name: 3-[2,3-difluoro-4-(n-octyloxy)phenyl]-2-fluoro-6-iodopyrazine
• CAS No.: 604786-13-2
• Molecular Formula: C₁₈H₂₀F₃IN₂O
• Molecular Weight: 464.269
• Mol file: 604786-13-2.mol

Synonyms:3-[2,3-difluoro-4-(n-octyloxy)phenyl]-2-fluoro-6-iodopyrazine

Chemical Property of 3-[2,3-difluoro-4-(n-octyloxy)phenyl]-2-fluoro-6-iodopyrazine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-[2,3-difluoro-4-(n-octyloxy)phenyl]-2-fluoro-6-iodopyrazine

There total 2 articles about 3-[2,3-difluoro-4-(n-octyloxy)phenyl]-2-fluoro-6-iodopyrazine 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%

3-(2,3-fluoro-4-(n-octyloxy)phenyl)-2-fluoropyrazine (604786-10-9) → 3-[2,3-difluoro-4-(n-octyloxy)phenyl]-2-fluoro-6-iodopyrazine (604786-13-2)

Guidance literature:

3-(2,3-fluoro-4-(n-octyloxy)phenyl)-2-fluoropyrazine; With 2,2,6,6-tetramethyl-piperidine; n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 0.0833333h;

With iodine; In tetrahydrofuran; at -78 ℃; for 1h;

DOI:10.1016/S0040-4020(03)00849-4

Reference yield:

4-n-octyloxy-2,3-difluorophenyl boronic acid (121219-22-5) → 3-[2,3-difluoro-4-(n-octyloxy)phenyl]-2-fluoro-6-iodopyrazine (604786-13-2)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 73 percent / K₂CO₃; Pd(PPh₃)4 / toluene; ethanol; H₂O / 24 h / Heating

2.1: n-BuLi; 2,2,6,6-tetramethylpiperidine / tetrahydrofuran; hexane / 0.08 h / -78 °C

2.2: 61 percent / I₂ / tetrahydrofuran / 1 h / -78 °C

With 2,2,6,6-tetramethyl-piperidine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; n-butyllithium; potassium carbonate; In tetrahydrofuran; ethanol; hexane; water; toluene; 1.1: Suzuki cross-coupling reaction;

DOI:10.1016/S0040-4020(03)00849-4

Reference yield: 90.0%

3-(2,3-fluoro-4-(n-hexyloxy)phenyl)-2-fluoropyrazine (604786-09-6) + 3-[2,3-difluoro-4-(n-octyloxy)phenyl]-2-fluoro-6-iodopyrazine (604786-13-2) → 6,6'-difluoro-5-(2,3-difluoro-4-n-hexyloxyphenyl)-5'-(2,3-difluoro-4-n-octyloxyphenyl)-2,2'-bipyrazine

Guidance literature:

3-(2,3-fluoro-4-(n-hexyloxy)phenyl)-2-fluoropyrazine; With 2,2,6,6-tetramethyl-piperidine; n-butyllithium; In tetrahydrofuran; hexane; at -100 ℃; for 1.08333h;

With tributyltin chloride; In tetrahydrofuran; at -100 - -40 ℃; for 1h;

3-[2,3-difluoro-4-(n-octyloxy)phenyl]-2-fluoro-6-iodopyrazine; With tetrakis(triphenylphosphine) palladium⁽⁰⁾; In toluene; for 48h; Heating;

DOI:10.1016/S0040-4020(03)00849-4

upstream raw materials:

3-(2,3-fluoro-4-(n-octyloxy)phenyl)-2-fluoropyrazine

4-n-octyloxy-2,3-difluorophenyl boronic acid