Technology Process of 4-bromo-N-[8-ethyl-3-(hydroxymethyl)-7-quinolinyl]benzamide
There total 11 articles about 4-bromo-N-[8-ethyl-3-(hydroxymethyl)-7-quinolinyl]benzamide 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:
- Guidance literature:
-
With
sodium tetrahydroborate;
In
ethanol;
at 20 ℃;
for 3h;
Cooling with ice;
DOI:10.1021/jm201596h
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: tetrakis(triphenylphosphine) palladium(0) / N,N-dimethyl-formamide / 24 h / 80 °C / Inert atmosphere
2.1: hydrogenchloride / acetic acid / 4 h / 60 °C
3.1: diphenyl phosphoryl azide; triethylamine / 24 h / Reflux
4.1: 5%-palladium/activated carbon; hydrogen / ethanol / 5 h
5.1: triethylamine / tetrahydrofuran / 1 h / 0 - 20 °C
6.1: hydrogenchloride / tetrahydrofuran; ethyl acetate / 3 h / 60 °C
7.1: ethanol / 24 h / Reflux
7.2: 4 h / 20 °C
8.1: sodium tetrahydroborate / ethanol / 3 h / 20 °C / Cooling with ice
With
hydrogenchloride; sodium tetrahydroborate; tetrakis(triphenylphosphine) palladium(0); diphenyl phosphoryl azide; 5%-palladium/activated carbon; hydrogen; triethylamine;
In
tetrahydrofuran; ethanol; acetic acid; ethyl acetate; N,N-dimethyl-formamide;
1.1: Stille coupling / 3.1: Curtius rearrangement;
DOI:10.1021/jm201596h
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: diphenyl phosphoryl azide; triethylamine / 24 h / Reflux
2.1: 5%-palladium/activated carbon; hydrogen / ethanol / 5 h
3.1: triethylamine / tetrahydrofuran / 1 h / 0 - 20 °C
4.1: hydrogenchloride / tetrahydrofuran; ethyl acetate / 3 h / 60 °C
5.1: ethanol / 24 h / Reflux
5.2: 4 h / 20 °C
6.1: sodium tetrahydroborate / ethanol / 3 h / 20 °C / Cooling with ice
With
hydrogenchloride; sodium tetrahydroborate; diphenyl phosphoryl azide; 5%-palladium/activated carbon; hydrogen; triethylamine;
In
tetrahydrofuran; ethanol; ethyl acetate;
1.1: Curtius rearrangement;
DOI:10.1021/jm201596h
