Technology Process of 6-(4-(6,7-dimethoxy-1-phenyl-3,4-dihydroisoquinolin-2(1H)-yl)butyl)-3-hydroxypicolinaldehyde oxime
There total 10 articles about 6-(4-(6,7-dimethoxy-1-phenyl-3,4-dihydroisoquinolin-2(1H)-yl)butyl)-3-hydroxypicolinaldehyde oxime 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
hydroxylamine hydrochloride; sodium acetate;
In
ethanol;
at 20 ℃;
Inert atmosphere;
DOI:10.1039/c1cc10787a
- Guidance literature:
-
Multi-step reaction with 8 steps
1: sulfuric acid / 24 h / Reflux
2: bromine / water / 17 h / 0 - 20 °C
3: potassium carbonate / acetone / 15 h / Reflux
4: copper(l) iodide; tetrakis(triphenylphosphine) palladium(0); triethylamine / tetrahydrofuran / 15 h / 20 °C / Inert atmosphere
5: hydrogen; palladium(II) hydroxide / ethyl acetate / 15 h / 20 °C / 760.05 Torr
6: diisobutylaluminium hydride / dichloromethane / 0.17 h / -78 °C
7: tetrabutyl ammonium fluoride / tetrahydrofuran / 0.5 h / 0 °C
8: hydroxylamine hydrochloride; sodium acetate / ethanol / 20 °C / Inert atmosphere
With
copper(l) iodide; tetrakis(triphenylphosphine) palladium(0); sulfuric acid; hydroxylamine hydrochloride; tetrabutyl ammonium fluoride; hydrogen; bromine; sodium acetate; palladium(II) hydroxide; diisobutylaluminium hydride; potassium carbonate; triethylamine;
In
tetrahydrofuran; ethanol; dichloromethane; water; ethyl acetate; acetone;
4: Sonogashira coupling;
DOI:10.1039/c1cc10787a
- Guidance literature:
-
Multi-step reaction with 7 steps
1: bromine / water / 17 h / 0 - 20 °C
2: potassium carbonate / acetone / 15 h / Reflux
3: copper(l) iodide; tetrakis(triphenylphosphine) palladium(0); triethylamine / tetrahydrofuran / 15 h / 20 °C / Inert atmosphere
4: hydrogen; palladium(II) hydroxide / ethyl acetate / 15 h / 20 °C / 760.05 Torr
5: diisobutylaluminium hydride / dichloromethane / 0.17 h / -78 °C
6: tetrabutyl ammonium fluoride / tetrahydrofuran / 0.5 h / 0 °C
7: hydroxylamine hydrochloride; sodium acetate / ethanol / 20 °C / Inert atmosphere
With
copper(l) iodide; tetrakis(triphenylphosphine) palladium(0); hydroxylamine hydrochloride; tetrabutyl ammonium fluoride; hydrogen; bromine; sodium acetate; palladium(II) hydroxide; diisobutylaluminium hydride; potassium carbonate; triethylamine;
In
tetrahydrofuran; ethanol; dichloromethane; water; ethyl acetate; acetone;
3: Sonogashira coupling;
DOI:10.1039/c1cc10787a
