Technology Process of 5-{4-[5-(2-chloro-4-hydroxyphenyl)-4-methyl-4H-1,2,4-triazol-3-yl]bicyclo[2.2.2]oct-1-yl}pentan-2-one
There total 9 articles about 5-{4-[5-(2-chloro-4-hydroxyphenyl)-4-methyl-4H-1,2,4-triazol-3-yl]bicyclo[2.2.2]oct-1-yl}pentan-2-one which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
3-chloro-4-{5-[4-(4-hydroxypentyl)bicyclo[2.2.2]oct-1-yl]-1-methyl-1-H-1,2,4-triazol-3-yl}phenol;
With
4-methylmorpholine N-oxide;
In
dichloromethane;
for 0.25h;
tetrapropylammonium perruthennate;
In
dichloromethane;
for 2h;
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: hydrogen / palladium 10% on activated carbon / ethanol / 3 h
2.1: potassium hydroxide; water / methanol / Heating / reflux
3.1: 2-chloro-1,3-dimethylimidazolinium chloride; triethylamine / dichloromethane / 2 h
4.1: water; toluene-4-sulfonic acid / acetone / 1 h / Heating / reflux
5.1: sodium tetrahydroborate / methanol / 0 - 20 °C
6.1: methylamine / methanol / 24 h / 150 °C
7.1: sodium thioethylate / DMF (N,N-dimethyl-formamide) / 2.5 h / 100 °C
8.1: 4-methylmorpholine N-oxide / dichloromethane / 0.25 h
8.2: 2 h
With
potassium hydroxide; sodium tetrahydroborate; water; hydrogen; 2-chloro-1,3-dimethylimidazolinium chloride; toluene-4-sulfonic acid; 4-methylmorpholine N-oxide; triethylamine; methylamine; sodium thioethylate;
palladium 10% on activated carbon;
In
methanol; DMF (N,N-dimethyl-formamide); ethanol; dichloromethane; acetone;
- Guidance literature:
-
Multi-step reaction with 9 steps
1.1: potassium hexamethylsilazane / tetrahydrofuran / 0.5 h
1.2: -78 - 20 °C
2.1: hydrogen / palladium 10% on activated carbon / ethanol / 3 h
3.1: potassium hydroxide; water / methanol / Heating / reflux
4.1: 2-chloro-1,3-dimethylimidazolinium chloride; triethylamine / dichloromethane / 2 h
5.1: water; toluene-4-sulfonic acid / acetone / 1 h / Heating / reflux
6.1: sodium tetrahydroborate / methanol / 0 - 20 °C
7.1: methylamine / methanol / 24 h / 150 °C
8.1: sodium thioethylate / DMF (N,N-dimethyl-formamide) / 2.5 h / 100 °C
9.1: 4-methylmorpholine N-oxide / dichloromethane / 0.25 h
9.2: 2 h
With
potassium hydroxide; sodium tetrahydroborate; water; hydrogen; potassium hexamethylsilazane; 2-chloro-1,3-dimethylimidazolinium chloride; toluene-4-sulfonic acid; 4-methylmorpholine N-oxide; triethylamine; methylamine; sodium thioethylate;
palladium 10% on activated carbon;
In
tetrahydrofuran; methanol; DMF (N,N-dimethyl-formamide); ethanol; dichloromethane; acetone;