7-(p-tolyloxy)-3,4-dihydro-1-(4-benzylaminobutyl)-2H-quinoline-4-spiro-5'-1'-methyl-3'-[2-(1H-indol-3-yl)-ethyl]-imidazolidine-2',4'-dione

Base Information

Chemical Name:7-(p-tolyloxy)-3,4-dihydro-1-(4-benzylaminobutyl)-2H-quinoline-4-spiro-5'-1'-methyl-3'-[2-(1H-indol-3-yl)-ethyl]-imidazolidine-2',4'-dione
CAS No.:620597-72-0
Molecular Formula:C₄₀H₄₃N₅O₃
Molecular Weight:641.813
Hs Code.:

Synonyms:7-(p-tolyloxy)-3,4-dihydro-1-(4-benzylaminobutyl)-2H-quinoline-4-spiro-5'-1'-methyl-3'-[2-(1H-indol-3-yl)-ethyl]-imidazolidine-2',4'-dione

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Chemical Property of 7-(p-tolyloxy)-3,4-dihydro-1-(4-benzylaminobutyl)-2H-quinoline-4-spiro-5'-1'-methyl-3'-[2-(1H-indol-3-yl)-ethyl]-imidazolidine-2',4'-dione

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Technology Process of 7-(p-tolyloxy)-3,4-dihydro-1-(4-benzylaminobutyl)-2H-quinoline-4-spiro-5'-1'-methyl-3'-[2-(1H-indol-3-yl)-ethyl]-imidazolidine-2',4'-dione

There total 13 articles about 7-(p-tolyloxy)-3,4-dihydro-1-(4-benzylaminobutyl)-2H-quinoline-4-spiro-5'-1'-methyl-3'-[2-(1H-indol-3-yl)-ethyl]-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: 89.0%

: 620597-71-9
7-(p-tolyloxy)-3,4-dihydro-1-[4-(N-tert-butoxycarbonyl-N-benzylamino)butyl]-2H-quinoline-4-spiro-5'-1'-methyl-3'-[2-(1-tert-butoxycarbonyl-1H-indol-3-yl)-ethyl]-imidazolidine-2',4'-dione

: 620597-72-0
7-(p-tolyloxy)-3,4-dihydro-1-(4-benzylaminobutyl)-2H-quinoline-4-spiro-5'-1'-methyl-3'-[2-(1H-indol-3-yl)-ethyl]-imidazolidine-2',4'-dione

Guidance literature:: With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 0.333333h;
DOI:10.1016/j.bmc.2003.08.022

Reference yield:

: 3389-21-7
3-(2-bromoethyl)-1H-indole

: 620597-72-0
7-(p-tolyloxy)-3,4-dihydro-1-(4-benzylaminobutyl)-2H-quinoline-4-spiro-5'-1'-methyl-3'-[2-(1H-indol-3-yl)-ethyl]-imidazolidine-2',4'-dione

Guidance literature:: Multi-step reaction with 7 steps

1: TEA; DMAP / CH₂Cl₂

2: 55 percent / CsHCO₃ / dimethylformamide / 5 h / 20 °C

3: 92 percent / K₂CO₃ / dimethylformamide

4: 90 percent / ammonium formate / Pd/C / methanol / 60 °C

5: 65 percent / NaBH(OAc)3 / CH₂Cl₂ / 8 h / 20 °C

6: 90 percent / Cu(OAc)2; 4 Angstroem molecular sieves; Et₃N / CH₂Cl₂ / 24 h / 20 °C

7: 89 percent / TFA / CH₂Cl₂ / 0.33 h / 20 °C

With dmap; cesium bicarbonate; copper diacetate; 4 A molecular sieve; TEA; ammonium formate; sodium tris(acetoxy)borohydride; potassium carbonate; triethylamine; trifluoroacetic acid; palladium on activated charcoal; In methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.bmc.2003.08.022

Reference yield:

: 1484-26-0
3-(benzyloxy)aniline

: 620597-72-0
7-(p-tolyloxy)-3,4-dihydro-1-(4-benzylaminobutyl)-2H-quinoline-4-spiro-5'-1'-methyl-3'-[2-(1H-indol-3-yl)-ethyl]-imidazolidine-2',4'-dione

Guidance literature:: Multi-step reaction with 11 steps

1: 96 percent / EDC; DMAP / CH₂Cl₂ / 0.5 h / 20 °C

2: 74 percent / KOH; tetrabutylammonium bromide / CH₂Cl₂ / 3 h / 20 °C

3: 30 percent / polyphosphoric ester / 1,2-dichloro-ethane / 1.5 h / Heating

4: 98 percent / DIPEA / CH₂Cl₂ / 48 h

5: 85 percent / aq. ethanol / 72 h / Heating

6: 55 percent / CsHCO₃ / dimethylformamide / 5 h / 20 °C

7: 92 percent / K₂CO₃ / dimethylformamide

8: 90 percent / ammonium formate / Pd/C / methanol / 60 °C

9: 65 percent / NaBH(OAc)3 / CH₂Cl₂ / 8 h / 20 °C

10: 90 percent / Cu(OAc)2; 4 Angstroem molecular sieves; Et₃N / CH₂Cl₂ / 24 h / 20 °C

11: 89 percent / TFA / CH₂Cl₂ / 0.33 h / 20 °C

With dmap; potassium hydroxide; cesium bicarbonate; polyphosphoric ester; copper diacetate; 4 A molecular sieve; tetrabutylammomium bromide; ammonium formate; sodium tris(acetoxy)borohydride; potassium carbonate; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; palladium on activated charcoal; In methanol; ethanol; dichloromethane; 1,2-dichloro-ethane; N,N-dimethyl-formamide;
DOI:10.1016/j.bmc.2003.08.022