Technology Process of (S)-2-(5-amino-3-(3-chloro-2-fluoro-6-morpholinopyridin-4-yl)-3,6-dihydro-2H-1,4-oxazin-3-yl)-4-bromophenol
There total 8 articles about (S)-2-(5-amino-3-(3-chloro-2-fluoro-6-morpholinopyridin-4-yl)-3,6-dihydro-2H-1,4-oxazin-3-yl)-4-bromophenol which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
(S)-N-((S)-1-(5-bromo-2-(methoxymethoxy)phenyl)-1-(3-chloro-2-fluoro-6-morpholinopyridin-4-yl)-2-(cyanomethoxy)ethyl)-2-methylpropane-2-sulfinamide;
With
hydrogenchloride;
In
tetrahydrofuran; isopropyl alcohol;
at 20 ℃;
for 0.166667h;
Inert atmosphere;
With
trimethylaluminum;
In
tetrahydrofuran; 1,2-dichloro-ethane; isopropyl alcohol;
at 70 ℃;
for 3h;
With
rochelle salt;
In
tetrahydrofuran; ethyl acetate; 1,2-dichloro-ethane; isopropyl alcohol;
- Guidance literature:
-
Multi-step reaction with 5 steps
1.1: ammonium chloride; 2,2-dimethylpropyl zinc iodide / tetrahydrofuran / 0.25 h / 20 °C / Inert atmosphere
2.1: 2,2,6,6-tetramethyl-piperidine; n-butyllithium / tetrahydrofuran / 0.67 h / -78 °C / Inert atmosphere
2.2: 2 h / -78 °C / Inert atmosphere
3.1: diisobutylaluminium hydride / tetrahydrofuran / 13.5 h / 0 - 20 °C / Inert atmosphere
3.2: 1 h
4.1: lithium hydroxide monohydrate / tetrahydrofuran / 12 h / 20 °C / Inert atmosphere
4.2: 1 h
5.1: hydrogenchloride / tetrahydrofuran; isopropyl alcohol / 0.17 h / 20 °C / Inert atmosphere
5.2: 3 h / 70 °C
With
2,2,6,6-tetramethyl-piperidine; hydrogenchloride; n-butyllithium; lithium hydroxide monohydrate; diisobutylaluminium hydride; ammonium chloride; 2,2-dimethylpropyl zinc iodide;
In
tetrahydrofuran; isopropyl alcohol;
- Guidance literature:
-
Multi-step reaction with 5 steps
1.1: morpholine; N-chloro-succinimide / dichloromethane; water; acetonitrile / 0.5 h / 70 °C
2.1: 2,2,6,6-tetramethyl-piperidine; n-butyllithium / tetrahydrofuran / 0.67 h / -78 °C / Inert atmosphere
2.2: 2 h / -78 °C / Inert atmosphere
3.1: diisobutylaluminium hydride / tetrahydrofuran / 13.5 h / 0 - 20 °C / Inert atmosphere
3.2: 1 h
4.1: lithium hydroxide monohydrate / tetrahydrofuran / 12 h / 20 °C / Inert atmosphere
4.2: 1 h
5.1: hydrogenchloride / tetrahydrofuran; isopropyl alcohol / 0.17 h / 20 °C / Inert atmosphere
5.2: 3 h / 70 °C
With
morpholine; 2,2,6,6-tetramethyl-piperidine; hydrogenchloride; N-chloro-succinimide; n-butyllithium; lithium hydroxide monohydrate; diisobutylaluminium hydride;
In
tetrahydrofuran; dichloromethane; water; isopropyl alcohol; acetonitrile;
