Technology Process of ethyl 1-[(2-ethyl-3-{2-[4-[(1-methylethyl)oxy]-3-(trifluoromethyl)phenyl]-1,3-thiazol-5-yl}phenyl)methyl]-4-piperidinecarboxylate
There total 12 articles about ethyl 1-[(2-ethyl-3-{2-[4-[(1-methylethyl)oxy]-3-(trifluoromethyl)phenyl]-1,3-thiazol-5-yl}phenyl)methyl]-4-piperidinecarboxylate which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
4-carbethoxypiperidine; 2-ethyl-3-{2-[4-[(1-methylethyl)oxy]-3-(trifluoromethyl)phenyl]-1,3-thiazol-5-yl}benzaldehyde;
With
sodium acetate; acetic acid;
In
methanol;
at 20 ℃;
for 1h;
Inert atmosphere;
With
sodium tris(acetoxy)borohydride;
In
dichloromethane;
at 20 ℃;
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: diisopropylamine; n-butyllithium / hexane; tetrahydrofuran / 4 h / -70 - -65 °C
2.1: n-butyllithium; isopropylmagnesium bromide / hexane; tetrahydrofuran / 1.17 h / 0 °C
2.2: 2 h / -10 - 20 °C
2.3: 0.17 h / 0 °C
3.1: hydrogenchloride / water; tetrahydrofuran / 1 h / 20 °C
4.1: potassium acetate / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2 / N,N-dimethyl-formamide / 80 °C
5.1: potassium phosphate / tetrakis(triphenylphosphine) palladium(0) / 1,2-dimethoxyethane; water / 0.25 h / 130 °C / Inert atmosphere; Microwave irradiation; Sealed vessel
6.1: sodium acetate; acetic acid / methanol / 1 h / 20 °C / Inert atmosphere
6.2: 20 °C
With
hydrogenchloride; potassium phosphate; n-butyllithium; isopropylmagnesium bromide; potassium acetate; sodium acetate; acetic acid; diisopropylamine;
tetrakis(triphenylphosphine) palladium(0); dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2;
In
tetrahydrofuran; methanol; 1,2-dimethoxyethane; hexane; water; N,N-dimethyl-formamide;
5.1: Suzuki Coupling;
- Guidance literature:
-
Multi-step reaction with 5 steps
1.1: n-butyllithium; isopropylmagnesium bromide / hexane; tetrahydrofuran / 1.17 h / 0 °C
1.2: 2 h / -10 - 20 °C
1.3: 0.17 h / 0 °C
2.1: hydrogenchloride / water; tetrahydrofuran / 1 h / 20 °C
3.1: potassium acetate / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2 / N,N-dimethyl-formamide / 80 °C
4.1: potassium phosphate / tetrakis(triphenylphosphine) palladium(0) / 1,2-dimethoxyethane; water / 0.25 h / 130 °C / Inert atmosphere; Microwave irradiation; Sealed vessel
5.1: sodium acetate; acetic acid / methanol / 1 h / 20 °C / Inert atmosphere
5.2: 20 °C
With
hydrogenchloride; potassium phosphate; n-butyllithium; isopropylmagnesium bromide; potassium acetate; sodium acetate; acetic acid;
tetrakis(triphenylphosphine) palladium(0); dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2;
In
tetrahydrofuran; methanol; 1,2-dimethoxyethane; hexane; water; N,N-dimethyl-formamide;
4.1: Suzuki Coupling;