Technology Process of 1-{2-[5-fluoro-3-{5-[4-[(1-methylethyl)oxy]-3-(trifluoromethyl)phenyl]-1,3,4-thiadiazol-2-yl}-2-(methyloxy)phenyl]ethyl}-4-piperidinecarboxylic acid
There total 8 articles about 1-{2-[5-fluoro-3-{5-[4-[(1-methylethyl)oxy]-3-(trifluoromethyl)phenyl]-1,3,4-thiadiazol-2-yl}-2-(methyloxy)phenyl]ethyl}-4-piperidinecarboxylic acid which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
C29H33F4N3O4S;
With
water; sodium hydroxide;
In
isopropyl alcohol;
at 20 ℃;
for 2h;
With
hydrogenchloride;
In
water; isopropyl alcohol;
pH=6 - 7;
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: sodium hydride / tetrahydrofuran / 6.5 h / -10 °C / Inert atmosphere
2.1: sodium hydroxide; water / ethanol / 8 h / 90 °C / Inert atmosphere
3.1: trichlorophosphate / 3 h / 90 °C
3.2: pH ~ 9 / Cooling with ice
4.1: copper(ll) bromide; tert.-butylnitrite / acetonitrile / 1 h / 0 °C
5.1: potassium phosphate / tetrakis(triphenylphosphine) palladium(0) / N,N-dimethyl-formamide; water / 0.17 h / 120 °C / Microwave irradiation; Sealed vessel; Inert atmosphere
6.1: chloro-trimethyl-silane; sodium iodide / acetonitrile / 0.17 h / 20 °C / Inert atmosphere
7.1: acetic acid / dichloromethane / 0.17 h / 20 °C
8.1: sodium hydroxide; water / isopropyl alcohol / 2 h / 20 °C
8.2: pH 6 - 7
With
potassium phosphate; chloro-trimethyl-silane; tert.-butylnitrite; water; sodium hydride; acetic acid; sodium iodide; sodium hydroxide; copper(ll) bromide; trichlorophosphate;
tetrakis(triphenylphosphine) palladium(0);
In
tetrahydrofuran; ethanol; dichloromethane; water; N,N-dimethyl-formamide; isopropyl alcohol; acetonitrile;
5.1: Suzuki Coupling;
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: trichlorophosphate / 3 h / 90 °C
1.2: pH ~ 9 / Cooling with ice
2.1: copper(ll) bromide; tert.-butylnitrite / acetonitrile / 1 h / 0 °C
3.1: potassium phosphate / tetrakis(triphenylphosphine) palladium(0) / N,N-dimethyl-formamide; water / 0.17 h / 120 °C / Microwave irradiation; Sealed vessel; Inert atmosphere
4.1: chloro-trimethyl-silane; sodium iodide / acetonitrile / 0.17 h / 20 °C / Inert atmosphere
5.1: acetic acid / dichloromethane / 0.17 h / 20 °C
6.1: sodium hydroxide; water / isopropyl alcohol / 2 h / 20 °C
6.2: pH 6 - 7
With
potassium phosphate; chloro-trimethyl-silane; tert.-butylnitrite; water; acetic acid; sodium iodide; sodium hydroxide; copper(ll) bromide; trichlorophosphate;
tetrakis(triphenylphosphine) palladium(0);
In
dichloromethane; water; N,N-dimethyl-formamide; isopropyl alcohol; acetonitrile;
3.1: Suzuki Coupling;
