Technology Process of (R)-1,1,1-trifluoropropan-2-yl 4-((1r,4r)-4-(3-ethynylpyridin-4-yloxy)cyclohexyloxy)piperidine-1-carboxylate
There total 12 articles about (R)-1,1,1-trifluoropropan-2-yl 4-((1r,4r)-4-(3-ethynylpyridin-4-yloxy)cyclohexyloxy)piperidine-1-carboxylate which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
potassium carbonate;
In
ethanol;
at 20 ℃;
for 5h;
Inert atmosphere;
- Guidance literature:
-
Multi-step reaction with 11 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: potassium tert-butylate / tetrahydrofuran / 5 h / 20 °C
8.1: N-ethyl-N,N-diisopropylamine; carbonochloridic acid 1-chloro-ethyl ester / dichloromethane / 1 h / 20 °C
8.2: 20 °C
9.1: tetrahydrofuran / 2 h / 60 °C
9.2: 4 h / Reflux
10.1: triethylamine; copper(l) iodide / bis-triphenylphosphine-palladium(II) chloride / dichloromethane / 48 h / 20 °C / Inert atmosphere
11.1: potassium carbonate / ethanol / 5 h / 20 °C / Inert atmosphere
With
hydrogenchloride; methanol; sodium tetrahydroborate; copper(l) iodide; carbonochloridic acid 1-chloro-ethyl ester; potassium tert-butylate; water; hydrogen; potassium carbonate; triethylamine; N-ethyl-N,N-diisopropylamine; sodium t-butanolate;
bis-triphenylphosphine-palladium(II) chloride; palladium 10% on activated carbon;
In
tetrahydrofuran; methanol; ethanol; dichloromethane; ISOPROPYLAMIDE; dimethyl sulfoxide;
- Guidance literature:
-
Multi-step reaction with 11 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: potassium tert-butylate / tetrahydrofuran / 5 h / 20 °C
8.1: N-ethyl-N,N-diisopropylamine; carbonochloridic acid 1-chloro-ethyl ester / dichloromethane / 1 h / 20 °C
8.2: 20 °C
9.1: tetrahydrofuran / 2 h / 60 °C
9.2: 4 h / Reflux
10.1: triethylamine; copper(l) iodide / bis-triphenylphosphine-palladium(II) chloride / dichloromethane / 48 h / 20 °C / Inert atmosphere
11.1: potassium carbonate / ethanol / 5 h / 20 °C / Inert atmosphere
With
hydrogenchloride; methanol; sodium tetrahydroborate; copper(l) iodide; carbonochloridic acid 1-chloro-ethyl ester; potassium tert-butylate; water; hydrogen; potassium carbonate; triethylamine; N-ethyl-N,N-diisopropylamine; sodium t-butanolate;
bis-triphenylphosphine-palladium(II) chloride; palladium 10% on activated carbon;
In
tetrahydrofuran; methanol; ethanol; dichloromethane; ISOPROPYLAMIDE; dimethyl sulfoxide;