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

Base Information

Chemical Name:7-(p-tolyloxy)-3,4-dihydro-2H-quinoline-4-spiro-5'-1'-(1H-indol-3-ylmethyl)-3'-methyl-imidazolidine-2',4'-dione
CAS No.:620597-66-2
Molecular Formula:C₂₈H₂₆N₄O₃
Molecular Weight:466.539
Hs Code.:

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

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

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

There total 12 articles about 7-(p-tolyloxy)-3,4-dihydro-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: 35.0%

: 5720-05-8
4-methylphenylboronic acid

: 620598-26-7
7-hydroxy-3,4-dihydro-2H-quinoline-4-spiro-5'-1'-(1H-indol-3-ylmethyl)-3'-methyl-imidazolidine-2',4'-dione

: 620597-66-2
7-(p-tolyloxy)-3,4-dihydro-2H-quinoline-4-spiro-5'-1'-(1H-indol-3-ylmethyl)-3'-methyl-imidazolidine-2',4'-dione

Guidance literature:: With copper diacetate; 4 A molecular sieve; triethylamine; In dichloromethane; at 20 ℃; for 24h;
DOI:10.1016/j.bmc.2003.08.022

Reference yield:

: 87-52-5
3-(Dimethylaminomethyl)indole

: 620597-66-2
7-(p-tolyloxy)-3,4-dihydro-2H-quinoline-4-spiro-5'-1'-(1H-indol-3-ylmethyl)-3'-methyl-imidazolidine-2',4'-dione

Guidance literature:: Multi-step reaction with 5 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 °C

3.2: 71 percent / TBAF / dimethylformamide / 20 °C

4.1: 79 percent / ammonium formate / Pd/C / methanol / 60 °C

5.1: 35 percent / Cu(OAc)2; 4 Angstroem molecular sieves; Et₃N / CH₂Cl₂ / 24 h / 20 °C

With copper diacetate; 4 A molecular sieve; ammonium formate; sodium hydride; triethylamine; palladium on activated charcoal; In methanol; dichloromethane; N,N-dimethyl-formamide; benzene;
DOI:10.1016/j.bmc.2003.08.022

Reference yield:

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

: 620597-66-2
7-(p-tolyloxy)-3,4-dihydro-2H-quinoline-4-spiro-5'-1'-(1H-indol-3-ylmethyl)-3'-methyl-imidazolidine-2',4'-dione

Guidance literature:: Multi-step reaction with 9 steps

1.1: 96 percent / EDC; DMAP / CH₂Cl₂ / 0.5 h / 20 °C

2.1: 74 percent / KOH; tetrabutylammonium bromide / CH₂Cl₂ / 3 h / 20 °C

3.1: 30 percent / polyphosphoric ester / 1,2-dichloro-ethane / 1.5 h / Heating

4.1: 98 percent / DIPEA / CH₂Cl₂ / 48 h

5.1: 85 percent / aq. ethanol / 72 h / Heating

6.1: 79 percent / CsHCO₃ / dimethylformamide / 20 °C

7.1: NaH / dimethylformamide / 0 °C

7.2: 71 percent / TBAF / dimethylformamide / 20 °C

8.1: 79 percent / ammonium formate / Pd/C / methanol / 60 °C

9.1: 35 percent / Cu(OAc)2; 4 Angstroem molecular sieves; Et₃N / CH₂Cl₂ / 24 h / 20 °C

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