N-[3-(1-{2-[3-(2-Amino-ethyl)-1H-indol-5-yl]-ethyl}-2,5-dioxo-imidazolidin-4-ylmethyl)-phenyl]-acetamide

Base Information

• Chemical Name: N-[3-(1-{2-[3-(2-Amino-ethyl)-1H-indol-5-yl]-ethyl}-2,5-dioxo-imidazolidin-4-ylmethyl)-phenyl]-acetamide
• CAS No.: 165605-56-1
• Molecular Formula: C₂₄H₂₇N₅O₃
• Molecular Weight: 433.51
• Mol file: 165605-56-1.mol

Synonyms:N-[3-(1-{2-[3-(2-Amino-ethyl)-1H-indol-5-yl]-ethyl}-2,5-dioxo-imidazolidin-4-ylmethyl)-phenyl]-acetamide

Chemical Property of N-[3-(1-{2-[3-(2-Amino-ethyl)-1H-indol-5-yl]-ethyl}-2,5-dioxo-imidazolidin-4-ylmethyl)-phenyl]-acetamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-[3-(1-{2-[3-(2-Amino-ethyl)-1H-indol-5-yl]-ethyl}-2,5-dioxo-imidazolidin-4-ylmethyl)-phenyl]-acetamide

There total 7 articles about N-[3-(1-{2-[3-(2-Amino-ethyl)-1H-indol-5-yl]-ethyl}-2,5-dioxo-imidazolidin-4-ylmethyl)-phenyl]-acetamide 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:

2-(4-nitrophenyl)ethanol (100-27-6) → N-[3-(1-{2-[3-(2-Amino-ethyl)-1H-indol-5-yl]-ethyl}-2,5-dioxo-imidazolidin-4-ylmethyl)-phenyl]-acetamide (165605-56-1)

Guidance literature:

Multi-step reaction with 7 steps

1: 59 percent / PPh₃, diethyl azidodicarboxylate / dimethylformamide / a) from 0 deg C to RT, 1 h, b) RT, 30 min

2: 1.) MeMgCO₃, CO₂ / 1.) DMF, 1.5 h, 2.) DMF, 110 deg C, 3 h

3: hydrazine hydrate / ethanol / 3 h / Heating

4: pyridine / 2 h / 0 °C

5: H₂, aq. 2 N HCl / 10percent Pd/C / ethanol; ethyl acetate

6: 1.) aq. HCl, NaNO₂, 2.) SnCl₂ / 1.) from -5 deg C to 0 deg C, 30 min, 2.) RT, 3 h

7: ethanol; H₂O / 2 h / Heating

With pyridine; hydrogenchloride; carbon dioxide; MeMgCO₃; hydrogen; hydrazine hydrate; triphenylphosphine; tin(ll) chloride; sodium nitrite; diethylazodicarboxylate; palladium on activated charcoal; In ethanol; water; ethyl acetate; N,N-dimethyl-formamide;

DOI:10.1021/jm00018a016

Reference yield:

1-<2-(4-nitrophenyl)ethyl>imidazolidine-2,5-dione (165605-28-7) → N-[3-(1-{2-[3-(2-Amino-ethyl)-1H-indol-5-yl]-ethyl}-2,5-dioxo-imidazolidin-4-ylmethyl)-phenyl]-acetamide (165605-56-1)

Guidance literature:

Multi-step reaction with 6 steps

1: 1.) MeMgCO₃, CO₂ / 1.) DMF, 1.5 h, 2.) DMF, 110 deg C, 3 h

2: hydrazine hydrate / ethanol / 3 h / Heating

3: pyridine / 2 h / 0 °C

4: H₂, aq. 2 N HCl / 10percent Pd/C / ethanol; ethyl acetate

5: 1.) aq. HCl, NaNO₂, 2.) SnCl₂ / 1.) from -5 deg C to 0 deg C, 30 min, 2.) RT, 3 h

6: ethanol; H₂O / 2 h / Heating

With pyridine; hydrogenchloride; carbon dioxide; MeMgCO₃; hydrogen; hydrazine hydrate; tin(ll) chloride; sodium nitrite; palladium on activated charcoal; In ethanol; water; ethyl acetate;

DOI:10.1021/jm00018a016

Reference yield:

5-(3-Amino-benzyl)-3-[2-(4-nitro-phenyl)-ethyl]-imidazolidine-2,4-dione (1061725-55-0) → N-[3-(1-{2-[3-(2-Amino-ethyl)-1H-indol-5-yl]-ethyl}-2,5-dioxo-imidazolidin-4-ylmethyl)-phenyl]-acetamide (165605-56-1)

Guidance literature:

Multi-step reaction with 4 steps

1: pyridine / 2 h / 0 °C

2: H₂, aq. 2 N HCl / 10percent Pd/C / ethanol; ethyl acetate

3: 1.) aq. HCl, NaNO₂, 2.) SnCl₂ / 1.) from -5 deg C to 0 deg C, 30 min, 2.) RT, 3 h

4: ethanol; H₂O / 2 h / Heating

With pyridine; hydrogenchloride; hydrogen; tin(ll) chloride; sodium nitrite; palladium on activated charcoal; In ethanol; water; ethyl acetate;

DOI:10.1021/jm00018a016

upstream raw materials:

4-chlorobutanal dimethyl acetal

2-(4-nitrophenyl)ethanol

1-<2-(4-nitrophenyl)ethyl>imidazolidine-2,5-dione

5-(3-Amino-benzyl)-3-[2-(4-nitro-phenyl)-ethyl]-imidazolidine-2,4-dione

Downstream raw materials:

4-<(3-acetamidophenyl)methyl>-1-<2-<3-<2-(N-benzyl-N-methylamino)ethyl>indol-5-yl>ethyl>imidazolidine-2,5-dione