4-(2-(3,5-dimethoxyphenethyl)-5H-pyrrolo[2,3-b]pyrazin-6-yl)picolinic acid

Base Information

• Chemical Name: 4-(2-(3,5-dimethoxyphenethyl)-5H-pyrrolo[2,3-b]pyrazin-6-yl)picolinic acid
• CAS No.: 1560796-17-9
• Molecular Formula: C₂₂H₂₀N₄O₄
• Molecular Weight: 404.425
• Mol file: 1560796-17-9.mol

Synonyms:4-(2-(3,5-dimethoxyphenethyl)-5H-pyrrolo[2,3-b]pyrazin-6-yl)picolinic acid

Chemical Property of 4-(2-(3,5-dimethoxyphenethyl)-5H-pyrrolo[2,3-b]pyrazin-6-yl)picolinic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-(2-(3,5-dimethoxyphenethyl)-5H-pyrrolo[2,3-b]pyrazin-6-yl)picolinic acid

There total 6 articles about 4-(2-(3,5-dimethoxyphenethyl)-5H-pyrrolo[2,3-b]pyrazin-6-yl)picolinic acid 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:

4-(2-(3,5-dimethoxyphenylethyl)-5-(phenylsulfonyl)-5H-pyrrolo[2,3-b]pyrazin-6-yl)picolinonitrile (1560796-16-8) → 4-(2-(3,5-dimethoxyphenethyl)-5H-pyrrolo[2,3-b]pyrazin-6-yl)picolinic acid (1560796-17-9)

Guidance literature:

With water; potassium hydroxide; In tetrahydrofuran; at 90 ℃; for 5h;

Reference yield:

5-(benzenesulfonyl)-2-bromo-5H-pyrrolo[2,3-b]pyrazine → 4-(2-(3,5-dimethoxyphenethyl)-5H-pyrrolo[2,3-b]pyrazin-6-yl)picolinic acid (1560796-17-9)

Guidance literature:

Multi-step reaction with 5 steps

1.1: potassium phosphate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / 1,4-dioxane; water / 1 h / 88 °C

2.1: palladium on activated carbon; hydrogen / tetrahydrofuran; methanol / 24 h / 20 °C / 2327.23 Torr

3.1: lithium diisopropyl amide / tetrahydrofuran / 0.5 h / 78 °C

3.2: 1 h

4.1: sodium carbonate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / water; acetonitrile / 3 h / 100 °C / Inert atmosphere

5.1: potassium hydroxide; water / tetrahydrofuran / 5 h / 90 °C

With potassium phosphate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; palladium on activated carbon; water; hydrogen; sodium carbonate; potassium hydroxide; lithium diisopropyl amide; In tetrahydrofuran; 1,4-dioxane; methanol; water; acetonitrile; 4.1: |Suzuki Coupling;

Reference yield:

2-[(E)-2-(3,5-dimethoxyphenyl)vinyl]-5-(phenylsulfonyl)-5H-pyrrolo[2,3-b]pyrazine (1560795-84-7) → 4-(2-(3,5-dimethoxyphenethyl)-5H-pyrrolo[2,3-b]pyrazin-6-yl)picolinic acid (1560796-17-9)

Guidance literature:

Multi-step reaction with 4 steps

1.1: palladium on activated carbon; hydrogen / tetrahydrofuran; methanol / 24 h / 20 °C / 2327.23 Torr

2.1: lithium diisopropyl amide / tetrahydrofuran / 0.5 h / 78 °C

2.2: 1 h

3.1: sodium carbonate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / water; acetonitrile / 3 h / 100 °C / Inert atmosphere

4.1: potassium hydroxide; water / tetrahydrofuran / 5 h / 90 °C

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; palladium on activated carbon; water; hydrogen; sodium carbonate; potassium hydroxide; lithium diisopropyl amide; In tetrahydrofuran; methanol; water; acetonitrile; 3.1: |Suzuki Coupling;

upstream raw materials:

2-[(E)-2-(3,5-dimethoxyphenyl)vinyl]-5-(phenylsulfonyl)-5H-pyrrolo[2,3-b]pyrazine

5-(benzenesulfonyl)-2-[2-(3,5-dimethoxyphenyl)ethyl]-5H-pyrrolo[2,3-b]pyrazine

6-bromo-2-[2-(3,5-dimethoxyphenyl)ethyl]-5-(phenylsulfonyl)-5H-pyrrolo[2,3-b]pyrazine

4-(2-(3,5-dimethoxyphenylethyl)-5-(phenylsulfonyl)-5H-pyrrolo[2,3-b]pyrazin-6-yl)picolinonitrile