2-[3-[4-(m-nitrophenyl)piperazin-1-yl]propyl]-1,3-dioxoperhydroimidazo[1,5-a]pyridine

Base Information

• Chemical Name: 2-[3-[4-(m-nitrophenyl)piperazin-1-yl]propyl]-1,3-dioxoperhydroimidazo[1,5-a]pyridine
• CAS No.: 765260-73-9
• Molecular Formula: C₂₀H₂₇N₅O₄
• Molecular Weight: 401.465

Synonyms:2-[3-[4-(m-nitrophenyl)piperazin-1-yl]propyl]-1,3-dioxoperhydroimidazo[1,5-a]pyridine

Chemical Property of 2-[3-[4-(m-nitrophenyl)piperazin-1-yl]propyl]-1,3-dioxoperhydroimidazo[1,5-a]pyridine

Chemical Property:

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Technology Process of 2-[3-[4-(m-nitrophenyl)piperazin-1-yl]propyl]-1,3-dioxoperhydroimidazo[1,5-a]pyridine

There total 2 articles about 2-[3-[4-(m-nitrophenyl)piperazin-1-yl]propyl]-1,3-dioxoperhydroimidazo[1,5-a]pyridine 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%

6,7,8,8a-tetrahydro-5H-imidazo[1,5-a]pyridine-1,3(2H,5H)-dione (4705-52-6) + 1-(3-chloropropyl)-4-(m-nitrophenyl)piperazine (328410-00-0) → 2-[3-[4-(m-nitrophenyl)piperazin-1-yl]propyl]-1,3-dioxoperhydroimidazo[1,5-a]pyridine (765260-73-9)

Guidance literature:

6,7,8,8a-tetrahydro-5H-imidazo[1,5-a]pyridine-1,3(2H,5H)-dione; With sodium hydride; In N,N-dimethyl-formamide; at 60 ℃; for 1h;

1-(3-chloropropyl)-4-(m-nitrophenyl)piperazine; In N,N-dimethyl-formamide; at 110 ℃; Further stages.;

DOI:10.1021/jm000929u

Reference yield:

1-(3-nitrophenyl)piperazine (54054-85-2) → 2-[3-[4-(m-nitrophenyl)piperazin-1-yl]propyl]-1,3-dioxoperhydroimidazo[1,5-a]pyridine (765260-73-9)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 75 percent / K₂CO₃ / dimethylformamide / 20 °C

2.1: NaH / dimethylformamide / 1 h / 60 °C

2.2: 61 percent / dimethylformamide / 110 °C

With sodium hydride; potassium carbonate; In N,N-dimethyl-formamide;

DOI:10.1021/jm000929u

Reference yield: 83.0%

2-[3-[4-(m-nitrophenyl)piperazin-1-yl]propyl]-1,3-dioxoperhydroimidazo[1,5-a]pyridine (765260-73-9) → 2-[3-[4-(m-aminophenyl)piperazin-1-yl]propyl]-1,3-dioxoperhydroimidazo[1,5-a]pyridine (777047-65-1)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; at 20 ℃; under 1810.07 Torr;

DOI:10.1021/jm000929u

upstream raw materials:

6,7,8,8a-tetrahydro-5H-imidazo[1,5-a]pyridine-1,3(2H,5H)-dione

1-(3-chloropropyl)-4-(m-nitrophenyl)piperazine

1-(3-nitrophenyl)piperazine

Downstream raw materials:

2-[3-[4-(m-aminophenyl)piperazin-1-yl]propyl]-1,3-dioxoperhydroimidazo[1,5-a]pyridine

N-(3-{4-[3-(1,3-dioxo-hexahydro-imidazo[1,5-a]pyridin-2-yl)-propyl]-piperazin-1-yl}-phenyl)-isobutyramide

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