Technology Process of (1r,4r)-4-(1-(3-(trifluoromethyl)-1,2,4-oxadiazol-5-yl)piperidin-4-yloxy)cyclohexanol
There total 9 articles about (1r,4r)-4-(1-(3-(trifluoromethyl)-1,2,4-oxadiazol-5-yl)piperidin-4-yloxy)cyclohexanol 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:
-
4-((1r,4r)-4-hydroxycyclohexyloxy)piperidine-1-carbonitrile; 2,2,2-trifluoro-N'-hydroxyacetimidamide;
With
zinc(II) chloride;
In
tetrahydrofuran;
at 20 - 40 ℃;
for 22h;
With
hydrogenchloride;
In
tetrahydrofuran; 1,4-dioxane;
at 120 ℃;
for 2h;
Microwave irradiation;
With
sodium hydrogencarbonate;
In
tetrahydrofuran; 1,4-dioxane; water;
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: sodium t-butanolate / dimethyl sulfoxide / 4 h / 40 - 80 °C
2.1: hydrogenchloride; water / 50 °C
2.2: 0.17 h / 20 °C / pH 6
2.3: 0.17 h / pH 7 - 8
3.1: sodium tetrahydroborate; methanol / 11 - 36 °C
3.2: 0.5 h
3.3: pH 8
4.1: ISOPROPYLAMIDE; tetrahydrofuran
5.1: sodium tetrahydroborate; methanol / 20 °C / Cooling with ice
6.1: hydrogen / palladium 10% on activated carbon / methanol / 16 h / 2585.81 Torr
7.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 1 h / 20 °C / Inert atmosphere
8.1: zinc(II) chloride / tetrahydrofuran / 22 h / 20 - 40 °C
8.2: 2 h / 120 °C / Microwave irradiation
With
hydrogenchloride; methanol; sodium tetrahydroborate; water; hydrogen; N-ethyl-N,N-diisopropylamine; zinc(II) chloride; sodium t-butanolate;
palladium 10% on activated carbon;
In
tetrahydrofuran; methanol; dichloromethane; ISOPROPYLAMIDE; dimethyl sulfoxide;
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: sodium t-butanolate / dimethyl sulfoxide / 4 h / 40 - 80 °C
2.1: hydrogenchloride; water / 50 °C
2.2: 0.17 h / 20 °C / pH 6
2.3: 0.17 h / pH 7 - 8
3.1: sodium tetrahydroborate; methanol / 11 - 36 °C
3.2: 0.5 h
3.3: pH 8
4.1: ISOPROPYLAMIDE; tetrahydrofuran
5.1: sodium tetrahydroborate; methanol / 20 °C / Cooling with ice
6.1: hydrogen / palladium 10% on activated carbon / methanol / 16 h / 2585.81 Torr
7.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 1 h / 20 °C / Inert atmosphere
8.1: zinc(II) chloride / tetrahydrofuran / 22 h / 20 - 40 °C
8.2: 2 h / 120 °C / Microwave irradiation
With
hydrogenchloride; methanol; sodium tetrahydroborate; water; hydrogen; N-ethyl-N,N-diisopropylamine; zinc(II) chloride; sodium t-butanolate;
palladium 10% on activated carbon;
In
tetrahydrofuran; methanol; dichloromethane; ISOPROPYLAMIDE; dimethyl sulfoxide;
