Technology Process of 3-isopropyl-5-(4-((4-(4-(methylsulfonyl)phenyl)cyclohex-3-enyloxy)methyl)piperidin-1-yl)-1,2,4-oxadiazole
There total 9 articles about 3-isopropyl-5-(4-((4-(4-(methylsulfonyl)phenyl)cyclohex-3-enyloxy)methyl)piperidin-1-yl)-1,2,4-oxadiazole which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
isobutyramide oxime; 4-((4-(4-(methylsulfonyl)phenyl)cyclohex-3-enyloxy)methyl)piperidine-1-carbonitrile;
With
zinc(II) chloride;
In
tetrahydrofuran;
at 23 ℃;
for 6.5h;
Sealed tube;
With
hydrogenchloride;
In
tetrahydrofuran; 1,4-dioxane;
at 65 ℃;
for 2h;
- Guidance literature:
-
Multi-step reaction with 5 steps
1.1: lithium hexamethyldisilazane / tetrahydrofuran / 1 h / -78 °C / Inert atmosphere
1.2: 2.5 h / -78 - 20 °C
2.1: sodium carbonate / tetrakis(triphenylphosphine) palladium(0) / N,N-dimethyl-formamide; water / 1 h / 100 °C / Inert atmosphere; Sealed tube; Microwave irradiation
3.1: hydrogenchloride / 1,4-dioxane / 2 h / 23 °C
4.1: triethylamine / dichloromethane / 1 h / 23 °C
5.1: zinc(II) chloride / tetrahydrofuran / 6.5 h / 23 °C / Sealed tube
5.2: 2 h / 65 °C
With
hydrogenchloride; sodium carbonate; triethylamine; zinc(II) chloride; lithium hexamethyldisilazane;
tetrakis(triphenylphosphine) palladium(0);
In
tetrahydrofuran; 1,4-dioxane; dichloromethane; water; N,N-dimethyl-formamide;
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: triphenylphosphine; di-isopropyl azodicarboxylate / tetrahydrofuran / 72 h / 20 - 55 °C
2.1: hydrogen / palladium 10% on activated carbon / ethanol; water / 15 h / 23 °C / 760.05 Torr
3.1: hydrogen; sodium hydroxide / rhodium contaminated with carbon / water / 21 h / 60 - 70 °C / 7500.75 - 9750.98 Torr
3.2: 18 h / 23 °C
4.1: lithium hexamethyldisilazane / tetrahydrofuran / 1 h / -78 °C / Inert atmosphere
4.2: 2.5 h / -78 - 20 °C
5.1: sodium carbonate / tetrakis(triphenylphosphine) palladium(0) / N,N-dimethyl-formamide; water / 1 h / 100 °C / Inert atmosphere; Sealed tube; Microwave irradiation
6.1: hydrogenchloride / 1,4-dioxane / 2 h / 23 °C
7.1: triethylamine / dichloromethane / 1 h / 23 °C
8.1: zinc(II) chloride / tetrahydrofuran / 6.5 h / 23 °C / Sealed tube
8.2: 2 h / 65 °C
With
hydrogenchloride; di-isopropyl azodicarboxylate; hydrogen; sodium carbonate; triethylamine; triphenylphosphine; sodium hydroxide; zinc(II) chloride; lithium hexamethyldisilazane;
tetrakis(triphenylphosphine) palladium(0); palladium 10% on activated carbon; rhodium contaminated with carbon;
In
tetrahydrofuran; 1,4-dioxane; ethanol; dichloromethane; water; N,N-dimethyl-formamide;
