7-phenoxy-3,4-dihydro-1-(4-benzylaminobutyl)-2H-quinoline-4-spiro-5'-1'-(1H-indol-3-ylmethyl)-3'-methyl-imidazolidine-2',4'-dione

Base Information

• Chemical Name: 7-phenoxy-3,4-dihydro-1-(4-benzylaminobutyl)-2H-quinoline-4-spiro-5'-1'-(1H-indol-3-ylmethyl)-3'-methyl-imidazolidine-2',4'-dione
• CAS No.: 620597-56-0
• Molecular Formula: C₃₈H₃₉N₅O₃
• Molecular Weight: 613.759
• Mol file: 620597-56-0.mol

Synonyms:7-phenoxy-3,4-dihydro-1-(4-benzylaminobutyl)-2H-quinoline-4-spiro-5'-1'-(1H-indol-3-ylmethyl)-3'-methyl-imidazolidine-2',4'-dione

Chemical Property of 7-phenoxy-3,4-dihydro-1-(4-benzylaminobutyl)-2H-quinoline-4-spiro-5'-1'-(1H-indol-3-ylmethyl)-3'-methyl-imidazolidine-2',4'-dione

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 7-phenoxy-3,4-dihydro-1-(4-benzylaminobutyl)-2H-quinoline-4-spiro-5'-1'-(1H-indol-3-ylmethyl)-3'-methyl-imidazolidine-2',4'-dione

There total 14 articles about 7-phenoxy-3,4-dihydro-1-(4-benzylaminobutyl)-2H-quinoline-4-spiro-5'-1'-(1H-indol-3-ylmethyl)-3'-methyl-imidazolidine-2',4'-dione 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: 91.0%

7-phenoxy-3,4-dihydro-1-[4-(N-tert-butoxycarbonyl-N-benzylamino)butyl]-2H-quinoline-4-spiro-5'-1'-(1H-indol-3-ylmethyl)-3'-methyl-imidazolidine-2',4'-dione (620597-55-9) → 7-phenoxy-3,4-dihydro-1-(4-benzylaminobutyl)-2H-quinoline-4-spiro-5'-1'-(1H-indol-3-ylmethyl)-3'-methyl-imidazolidine-2',4'-dione (620597-56-0)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 0.333333h;

DOI:10.1016/j.bmc.2003.08.022

Reference yield:

3-(Dimethylaminomethyl)indole (87-52-5) → 7-phenoxy-3,4-dihydro-1-(4-benzylaminobutyl)-2H-quinoline-4-spiro-5'-1'-(1H-indol-3-ylmethyl)-3'-methyl-imidazolidine-2',4'-dione (620597-56-0)

Guidance literature:

Multi-step reaction with 6 steps

1.1: NaH / dimethylformamide / 0.5 h / 0 °C

1.2: 87.3 percent / dimethylformamide / 2 h / 20 °C

2.1: 99 percent / benzene / 2 h

3.1: NaH / dimethylformamide / 0.5 h / 0 °C

3.2: 62 percent / TBAF / dimethylformamide / 8 h / 20 °C

4.1: 83 percent / ammonium formate / Pd/C / methanol / 60 °C

5.1: 73.2 percent / NaBH(OAc)3 / CH₂Cl₂ / 8 h / 20 °C

6.1: 91 percent / TFA / CH₂Cl₂ / 0.33 h / 20 °C

With ammonium formate; sodium tris(acetoxy)borohydride; sodium hydride; trifluoroacetic acid; palladium on activated charcoal; In methanol; dichloromethane; N,N-dimethyl-formamide; benzene;

DOI:10.1016/j.bmc.2003.08.022

Reference yield:

1-(N-triisopropylsilyl-1H-indol-3-yl)-N,N-dimethylmethanamine (146886-51-3) → 7-phenoxy-3,4-dihydro-1-(4-benzylaminobutyl)-2H-quinoline-4-spiro-5'-1'-(1H-indol-3-ylmethyl)-3'-methyl-imidazolidine-2',4'-dione (620597-56-0)

Guidance literature:

Multi-step reaction with 5 steps

1.1: 99 percent / benzene / 2 h

2.1: NaH / dimethylformamide / 0.5 h / 0 °C

2.2: 62 percent / TBAF / dimethylformamide / 8 h / 20 °C

3.1: 83 percent / ammonium formate / Pd/C / methanol / 60 °C

4.1: 73.2 percent / NaBH(OAc)3 / CH₂Cl₂ / 8 h / 20 °C

5.1: 91 percent / TFA / CH₂Cl₂ / 0.33 h / 20 °C

With ammonium formate; sodium tris(acetoxy)borohydride; sodium hydride; trifluoroacetic acid; palladium on activated charcoal; In methanol; dichloromethane; N,N-dimethyl-formamide; benzene;

DOI:10.1016/j.bmc.2003.08.022

upstream raw materials:

7-phenoxy-3,4-dihydro-1-[4-(N-tert-butoxycarbonyl-N-benzylamino)butyl]-2H-quinoline-4-spiro-5'-1'-(1H-indol-3-ylmethyl)-3'-methyl-imidazolidine-2',4'-dione

3-(Dimethylaminomethyl)indole

1-(N-triisopropylsilyl-1H-indol-3-yl)-N,N-dimethylmethanamine

(N-triisopropylsilyl-1H-indol-3-yl)-N,N,N-trimethylmethanaminium iodide

Downstream raw materials:

7-phenoxy-3,4-dihydro-2H-quinoline-1-(4-butylamine)-4-spiro-5'-1'-(1H-indol-3-ylmethyl)-3'-methyl-imidazolidine-2',4'-dione