6-amino-5-(4-aminophenethyl)-7-(1H-benzo[d]imidazol-2-yl)-5H-pyrrolo[3,2-b]pyrazine-2,3-dicarbonitrile

Base Information

• Chemical Name: 6-amino-5-(4-aminophenethyl)-7-(1H-benzo[d]imidazol-2-yl)-5H-pyrrolo[3,2-b]pyrazine-2,3-dicarbonitrile
• CAS No.: 1620086-09-0
• Molecular Formula: C₂₃H₁₇N₉
• Molecular Weight: 419.448

Synonyms:6-amino-5-(4-aminophenethyl)-7-(1H-benzo[d]imidazol-2-yl)-5H-pyrrolo[3,2-b]pyrazine-2,3-dicarbonitrile

Chemical Property of 6-amino-5-(4-aminophenethyl)-7-(1H-benzo[d]imidazol-2-yl)-5H-pyrrolo[3,2-b]pyrazine-2,3-dicarbonitrile

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Technology Process of 6-amino-5-(4-aminophenethyl)-7-(1H-benzo[d]imidazol-2-yl)-5H-pyrrolo[3,2-b]pyrazine-2,3-dicarbonitrile

There total 3 articles about 6-amino-5-(4-aminophenethyl)-7-(1H-benzo[d]imidazol-2-yl)-5H-pyrrolo[3,2-b]pyrazine-2,3-dicarbonitrile 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: 54.0%

p-Aminophenethylamine (13472-00-9) + 5-[benzo[d]imidazol-2-yl(cyano)methyl]-6-chloropyrazine-2,3-dicarbonitrile (302803-97-0) → 6-amino-5-(4-aminophenethyl)-7-(1H-benzo[d]imidazol-2-yl)-5H-pyrrolo[3,2-b]pyrazine-2,3-dicarbonitrile (1620086-09-0)

Guidance literature:

With triethylamine; In N,N-dimethyl-formamide; at 60 ℃; for 3h; Inert atmosphere;

DOI:10.1002/anie.201311162

Reference yield:

2,3-dichloro-5,6-dicyanopyrazine (56413-95-7) → 6-amino-5-(4-aminophenethyl)-7-(1H-benzo[d]imidazol-2-yl)-5H-pyrrolo[3,2-b]pyrazine-2,3-dicarbonitrile (1620086-09-0)

Guidance literature:

Multi-step reaction with 2 steps

1: N,N-dimethyl-formamide / 19 h / 25 - 40 °C / Inert atmosphere

2: triethylamine / N,N-dimethyl-formamide / 3 h / 60 °C / Inert atmosphere

With triethylamine; In N,N-dimethyl-formamide;

DOI:10.1002/anie.201311162

Reference yield:

1H-benzimidazol-2-acetonitrile (4414-88-4) → 6-amino-5-(4-aminophenethyl)-7-(1H-benzo[d]imidazol-2-yl)-5H-pyrrolo[3,2-b]pyrazine-2,3-dicarbonitrile (1620086-09-0)

Guidance literature:

Multi-step reaction with 2 steps

1: N,N-dimethyl-formamide / 19 h / 25 - 40 °C / Inert atmosphere

2: triethylamine / N,N-dimethyl-formamide / 3 h / 60 °C / Inert atmosphere

With triethylamine; In N,N-dimethyl-formamide;

DOI:10.1002/anie.201311162

upstream raw materials:

p-Aminophenethylamine

5-[benzo[d]imidazol-2-yl(cyano)methyl]-6-chloropyrazine-2,3-dicarbonitrile

2,3-dichloro-5,6-dicyanopyrazine

1H-benzimidazol-2-acetonitrile

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