Technology Process of tert-butyl 1-(4-(5-(5-(pyridin-2-yl)-4-(trifluoromethyl)isoxazol-3-yl)-1,2,4-oxadiazol-3-yl)benzyl)azetidine-3-carboxylate
There total 8 articles about tert-butyl 1-(4-(5-(5-(pyridin-2-yl)-4-(trifluoromethyl)isoxazol-3-yl)-1,2,4-oxadiazol-3-yl)benzyl)azetidine-3-carboxylate which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
5-(pyridin-2-yl)-4-(trifluoromethyl)isoxazole-3-carbonyl fluoride; tert-butyl 1-(4-(N′-hydroxycarbamimidoyl)benzyl)azetidine-3-carboxylate;
With
pyridine;
In
dichloromethane;
at 20 ℃;
for 16h;
With
tetrabutyl ammonium fluoride;
In
tetrahydrofuran; acetonitrile;
at 20 ℃;
for 0.5h;
- Guidance literature:
-
Multi-step reaction with 5 steps
1.1: N-Bromosuccinimide; trifluoroacetic acid / 0.5 h / 150 °C / Microwave irradiation
2.1: copper(l) iodide / N,N,N,N,N,N-hexamethylphosphoric triamide; N,N-dimethyl-formamide / 7 h / 75 °C
3.1: water; sodium hydroxide / ethanol / 0.5 h / 20 °C
3.2: pH ~ 3.0
4.1: pyridine; trifluoro-[1,3,5]triazine / dichloromethane / 2 h / 20 °C
5.1: pyridine / dichloromethane / 16 h / 20 °C
5.2: 0.5 h / 20 °C
With
pyridine; N-Bromosuccinimide; trifluoro-[1,3,5]triazine; water; trifluoroacetic acid; sodium hydroxide;
copper(l) iodide;
In
N,N,N,N,N,N-hexamethylphosphoric triamide; ethanol; dichloromethane; N,N-dimethyl-formamide;
- Guidance literature:
-
Multi-step reaction with 4 steps
1.1: copper(l) iodide / N,N,N,N,N,N-hexamethylphosphoric triamide; N,N-dimethyl-formamide / 7 h / 75 °C
2.1: water; sodium hydroxide / ethanol / 0.5 h / 20 °C
2.2: pH ~ 3.0
3.1: pyridine; trifluoro-[1,3,5]triazine / dichloromethane / 2 h / 20 °C
4.1: pyridine / dichloromethane / 16 h / 20 °C
4.2: 0.5 h / 20 °C
With
pyridine; trifluoro-[1,3,5]triazine; water; sodium hydroxide;
copper(l) iodide;
In
N,N,N,N,N,N-hexamethylphosphoric triamide; ethanol; dichloromethane; N,N-dimethyl-formamide;