Technology Process of (5R,6R)-5-(5-(3-chloro-6,7-dihydro-5H-cyclopenta[b]pyridin-7-ylamino)-2-fluorophenyl)-6-fluoro-5-methyl-2,5,6,7-tetrahydro-1,4-oxazepin-3-amine
There total 13 articles about (5R,6R)-5-(5-(3-chloro-6,7-dihydro-5H-cyclopenta[b]pyridin-7-ylamino)-2-fluorophenyl)-6-fluoro-5-methyl-2,5,6,7-tetrahydro-1,4-oxazepin-3-amine which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
(5R,6R)-5-(5-amino-2-fluorophenyl)-6-fluoro-5-methyl-2,5,6,7-tetrahydro-1,4-oxazepin-3-amine; 3-chloro-5H-cyclopentapyridin-7(6H)-one;
With
acetic acid;
In
1,2-dichloro-ethane;
at 23 ℃;
for 0.5h;
Inert atmosphere;
With
sodium tris(acetoxy)borohydride;
In
1,2-dichloro-ethane;
at 23 ℃;
for 4h;
Inert atmosphere;
With
hydrogenchloride;
In
water; 1,2-dichloro-ethane;
for 0.166667h;
- Guidance literature:
-
Multi-step reaction with 9 steps
1.1: titanium(IV) tetraethanolate / tetrahydrofuran / 5 h / Reflux
2.1: zinc / tetrahydrofuran / Inert atmosphere; Reflux
3.1: lithium borohydride / tetrahydrofuran / 4 h / 0 °C
4.1: tetra-(n-butyl)ammonium iodide; silver(l) oxide / dichloromethane / 2 h
5.1: hydrogenchloride / 1,4-dioxane / 1 h / 22 °C
6.1: trimethylaluminum / toluene / 1 h / 22 - 80 °C
7.1: nitric acid; sulfuric acid / 0.83 h / 0 °C
7.2: pH 9
8.1: hydrogen / palladium 10% on activated carbon / ethanol / 2 h / 22 °C
9.1: acetic acid / 1,2-dichloro-ethane / 0.5 h / 23 °C / Inert atmosphere
9.2: 4 h / 23 °C / Inert atmosphere
9.3: 0.17 h
With
hydrogenchloride; titanium(IV) tetraethanolate; lithium borohydride; sulfuric acid; hydrogen; trimethylaluminum; nitric acid; tetra-(n-butyl)ammonium iodide; acetic acid; silver(l) oxide; zinc;
palladium 10% on activated carbon;
In
tetrahydrofuran; 1,4-dioxane; ethanol; dichloromethane; 1,2-dichloro-ethane; toluene;
2.1: Reformatsky Reaction;
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: lithium borohydride / tetrahydrofuran / 4 h / 0 °C
2.1: tetra-(n-butyl)ammonium iodide; silver(l) oxide / dichloromethane / 2 h
3.1: hydrogenchloride / 1,4-dioxane / 1 h / 22 °C
4.1: trimethylaluminum / toluene / 1 h / 22 - 80 °C
5.1: nitric acid; sulfuric acid / 0.83 h / 0 °C
5.2: pH 9
6.1: hydrogen / palladium 10% on activated carbon / ethanol / 2 h / 22 °C
7.1: acetic acid / 1,2-dichloro-ethane / 0.5 h / 23 °C / Inert atmosphere
7.2: 4 h / 23 °C / Inert atmosphere
7.3: 0.17 h
With
hydrogenchloride; lithium borohydride; sulfuric acid; hydrogen; trimethylaluminum; nitric acid; tetra-(n-butyl)ammonium iodide; acetic acid; silver(l) oxide;
palladium 10% on activated carbon;
In
tetrahydrofuran; 1,4-dioxane; ethanol; dichloromethane; 1,2-dichloro-ethane; toluene;
