4-(benzyloxy)-3-[1-(5-bromopentyl)-2-oxo-1,2-dihydro-3-quinolinyl]benzonitrile

Base Information

Chemical Name:4-(benzyloxy)-3-[1-(5-bromopentyl)-2-oxo-1,2-dihydro-3-quinolinyl]benzonitrile
CAS No.:745018-53-5
Molecular Formula:C₂₈H₂₅BrN₂O₂
Molecular Weight:501.423
Hs Code.:

Synonyms:4-(benzyloxy)-3-[1-(5-bromopentyl)-2-oxo-1,2-dihydro-3-quinolinyl]benzonitrile

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Chemical Property of 4-(benzyloxy)-3-[1-(5-bromopentyl)-2-oxo-1,2-dihydro-3-quinolinyl]benzonitrile

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Technology Process of 4-(benzyloxy)-3-[1-(5-bromopentyl)-2-oxo-1,2-dihydro-3-quinolinyl]benzonitrile

There total 10 articles about 4-(benzyloxy)-3-[1-(5-bromopentyl)-2-oxo-1,2-dihydro-3-quinolinyl]benzonitrile 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: 68.0%

: 245425-32-5
4-(benzyloxy)-3-[1-(5-bromopentyl)-2-oxo-1,2,3,4-tetrahydro-3-quinolinyl]benzenecarbonitrile

: 745018-53-5
4-(benzyloxy)-3-[1-(5-bromopentyl)-2-oxo-1,2-dihydro-3-quinolinyl]benzonitrile

Guidance literature:: With 2,3-dicyano-5,6-dichloro-p-benzoquinone; In toluene; at 80 ℃; for 90h;
DOI:10.1021/jm0497491

Reference yield:

: 552-89-6
2-nitro-benzaldehyde

: 745018-53-5
4-(benzyloxy)-3-[1-(5-bromopentyl)-2-oxo-1,2-dihydro-3-quinolinyl]benzonitrile

Guidance literature:: Multi-step reaction with 7 steps

1.1: Ac₂O; Et₃N / 0.25 h / 140 °C

2.1: 49 percent / H₂ / Pd/C / methanol; tetrahydrofuran / 5 h

3.1: 85 percent / Br₂ / CS₂; CH₂Cl₂ / 2 h

4.1: 68 percent / Cs₂CO₃ / dimethylformamide / 16 h / 20 °C

5.1: 45 percent / dimethylformamide / 12 h / 160 °C

6.1: NaH / dimethylformamide / 0.25 h / 70 °C

6.2: 60 percent / dimethylformamide / 16 h / 70 °C

7.1: 68 percent / DDQ / toluene / 90 h / 80 °C

With hydrogen; bromine; acetic anhydride; sodium hydride; caesium carbonate; triethylamine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; palladium on activated charcoal; In tetrahydrofuran; methanol; carbon disulfide; dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1021/jm0497491

Reference yield:

: 614-75-5
2-Hydroxyphenylacetic acid

: 745018-53-5
4-(benzyloxy)-3-[1-(5-bromopentyl)-2-oxo-1,2-dihydro-3-quinolinyl]benzonitrile

Guidance literature:: Multi-step reaction with 7 steps

1.1: Ac₂O; Et₃N / 0.25 h / 140 °C

2.1: 49 percent / H₂ / Pd/C / methanol; tetrahydrofuran / 5 h

3.1: 85 percent / Br₂ / CS₂; CH₂Cl₂ / 2 h

4.1: 68 percent / Cs₂CO₃ / dimethylformamide / 16 h / 20 °C

5.1: 45 percent / dimethylformamide / 12 h / 160 °C

6.1: NaH / dimethylformamide / 0.25 h / 70 °C

6.2: 60 percent / dimethylformamide / 16 h / 70 °C

7.1: 68 percent / DDQ / toluene / 90 h / 80 °C

With hydrogen; bromine; acetic anhydride; sodium hydride; caesium carbonate; triethylamine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; palladium on activated charcoal; In tetrahydrofuran; methanol; carbon disulfide; dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1021/jm0497491