Technology Process of ethyl 1-{2-[3-(5-{3-chloro-4-[(1-methylethyl)oxy]phenyl}-1,2,4-thiadiazol-3-yl)-2-(methyloxy)phenyl]ethyl}-4-piperidinecarboxylate
There total 9 articles about ethyl 1-{2-[3-(5-{3-chloro-4-[(1-methylethyl)oxy]phenyl}-1,2,4-thiadiazol-3-yl)-2-(methyloxy)phenyl]ethyl}-4-piperidinecarboxylate which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
4-carbethoxypiperidine; [3-(5-{3-chloro-4-[(1-methylethyl)oxy]phenyl}-1,2,4-thiadiazol-3-yl)-2-(methyloxy)phenyl]acetaldehyde;
With
acetic acid;
In
dichloromethane;
at 20 ℃;
for 0.333333h;
With
sodium tris(acetoxy)borohydride;
In
dichloromethane;
at 20 ℃;
for 16h;
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: triethylamine; magnesium chloride / acetonitrile / 0.33 h / 20 °C
1.2: Reflux
2.1: potassium carbonate / N,N-dimethyl-formamide / 20 °C
3.1: n-butyllithium / tetrahydrofuran / 0.33 h / -78 - 20 °C
3.2: 2 h / -78 °C
4.1: n-butyllithium / tetrahydrofuran / 2 h / -78 °C / Inert atmosphere
4.2: 0.5 h / -78 °C
5.1: potassium phosphate / tetrakis(triphenylphosphine) palladium(0) / N,N-dimethyl-formamide; water / 0.17 h / 120 °C / Microwave irradiation
6.1: chloro-trimethyl-silane; sodium iodide / acetonitrile / 16 h / 20 °C
7.1: acetic acid / dichloromethane / 0.33 h / 20 °C
7.2: 16 h / 20 °C
With
potassium phosphate; n-butyllithium; chloro-trimethyl-silane; potassium carbonate; acetic acid; triethylamine; sodium iodide; magnesium chloride;
tetrakis(triphenylphosphine) palladium(0);
In
tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide; acetonitrile;
3.2: Wittig Reaction / 5.1: Suzuki Coupling;
- Guidance literature:
-
Multi-step reaction with 4 steps
1.1: potassium phosphate / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2 / N,N-dimethyl-formamide; water / 1 h / 80 °C / Inert atmosphere; Microwave irradiation; Sealed vessel
2.1: potassium phosphate / tetrakis(triphenylphosphine) palladium(0) / N,N-dimethyl-formamide; water / 0.17 h / 120 °C / Microwave irradiation
3.1: chloro-trimethyl-silane; sodium iodide / acetonitrile / 16 h / 20 °C
4.1: acetic acid / dichloromethane / 0.33 h / 20 °C
4.2: 16 h / 20 °C
With
potassium phosphate; chloro-trimethyl-silane; acetic acid; sodium iodide;
tetrakis(triphenylphosphine) palladium(0); dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2;
In
dichloromethane; water; N,N-dimethyl-formamide; acetonitrile;
1.1: Suzuki Coupling / 2.1: Suzuki Coupling;
