Technology Process of (5R,6S)-5-cyclopropyl-6-fluoro-5-{3-[(3-methoxypyridin-2-yl)amino]phenyl}-6-(trifluoromethyl)-5,6-dihydro-2H-1,4-oxazin-3-amine hydrochloride
There total 12 articles about (5R,6S)-5-cyclopropyl-6-fluoro-5-{3-[(3-methoxypyridin-2-yl)amino]phenyl}-6-(trifluoromethyl)-5,6-dihydro-2H-1,4-oxazin-3-amine hydrochloride which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
2-bromo-3-methoxypyridine; C14H15F4N3O;
With
sulfuric acid;
In
isopropyl alcohol;
at 80 ℃;
for 40h;
With
hydrogenchloride;
In
di-isopropyl ether; isopropyl alcohol;
- Guidance literature:
-
Multi-step reaction with 8 steps
1: sodium hydroxide / water; tetrahydrofuran / 1 h / 15 °C / pH 10 - 11
2: sodium hydrogencarbonate / N,N-dimethyl-formamide / 2 h / 80 °C
3: tetrabutylammonium triphenyldifluorosilicate / tetrahydrofuran / 2 h / 20 °C
4: diethylamino-sulfur trifluoride / dichloromethane / 1 h / 20 °C
5: tetraphosphorus decasulfide / tetrahydrofuran / 3 h / 20 - 70 °C
6: ammonia; ammonium hydroxide / water; methanol / 1 h / 140 °C / Microwave irradiation
7: sodium azide; copper(l) iodide; sodium carbonate; N,N`-dimethylethylenediamine / dimethyl sulfoxide / 6 h / 110 °C
8: sulfuric acid / isopropyl alcohol / 40 h / 80 °C
With
ammonium hydroxide; copper(l) iodide; sodium azide; tetraphosphorus decasulfide; diethylamino-sulfur trifluoride; sulfuric acid; ammonia; sodium hydrogencarbonate; sodium carbonate; tetrabutylammonium triphenyldifluorosilicate; sodium hydroxide; N,N`-dimethylethylenediamine;
In
tetrahydrofuran; methanol; dichloromethane; water; dimethyl sulfoxide; N,N-dimethyl-formamide; isopropyl alcohol;
- Guidance literature:
-
Multi-step reaction with 7 steps
1: sodium hydrogencarbonate / N,N-dimethyl-formamide / 2 h / 80 °C
2: tetrabutylammonium triphenyldifluorosilicate / tetrahydrofuran / 2 h / 20 °C
3: diethylamino-sulfur trifluoride / dichloromethane / 1 h / 20 °C
4: tetraphosphorus decasulfide / tetrahydrofuran / 3 h / 20 - 70 °C
5: ammonia; ammonium hydroxide / water; methanol / 1 h / 140 °C / Microwave irradiation
6: sodium azide; copper(l) iodide; sodium carbonate; N,N`-dimethylethylenediamine / dimethyl sulfoxide / 6 h / 110 °C
7: sulfuric acid / isopropyl alcohol / 40 h / 80 °C
With
ammonium hydroxide; copper(l) iodide; sodium azide; tetraphosphorus decasulfide; diethylamino-sulfur trifluoride; sulfuric acid; ammonia; sodium hydrogencarbonate; sodium carbonate; tetrabutylammonium triphenyldifluorosilicate; N,N`-dimethylethylenediamine;
In
tetrahydrofuran; methanol; dichloromethane; water; dimethyl sulfoxide; N,N-dimethyl-formamide; isopropyl alcohol;
