Technology Process of N-{3-[1-(4-chloro-2-fluorophenyl)-3-(3-methyl-1,2,4-oxadiazol-5-yl)propyl]-1H-indazol-7-yl}methanesulfonamide
There total 5 articles about N-{3-[1-(4-chloro-2-fluorophenyl)-3-(3-methyl-1,2,4-oxadiazol-5-yl)propyl]-1H-indazol-7-yl}methanesulfonamide which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
4-(4-chloro-2-fluorophenyl)-4-{7-[(methylsulfonyl)amino]-1H-indazol-3-yl}butanoic acid; acetamide oxime;
With
1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride;
In
dichloromethane;
at 20 ℃;
In
toluene;
at 105 ℃;
for 3h;
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: sodium hexamethyldisilazane / tetrahydrofuran / 6 h / -78 °C
1.2: 0.5 h / 20 °C
2.1: lithium hexamethyldisilazane / tetrahydrofuran / 0.5 h / -78 °C
2.2: -78 - 20 °C
3.1: hydrazine / pyridine / 0.5 h / 120 °C
4.1: potassium phosphate; copper(l) iodide; (R,R)-N,N'-dimethyl-1,2-diaminocyclohexane / 1,4-dioxane / 110 °C / Inert atmosphere
5.1: hydrogenchloride; water / 5 h / Reflux
6.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 20 °C
6.2: 3 h / 105 °C
With
hydrogenchloride; potassium phosphate; copper(l) iodide; (R,R)-N,N'-dimethyl-1,2-diaminocyclohexane; water; sodium hexamethyldisilazane; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; lithium hexamethyldisilazane; hydrazine;
In
tetrahydrofuran; 1,4-dioxane; pyridine; dichloromethane;
1.1: Claisen Reaction;
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: sodium hexamethyldisilazane / tetrahydrofuran / 6 h / -78 °C
1.2: 0.5 h / 20 °C
2.1: lithium hexamethyldisilazane / tetrahydrofuran / 0.5 h / -78 °C
2.2: -78 - 20 °C
3.1: hydrazine / pyridine / 0.5 h / 120 °C
4.1: potassium phosphate; copper(l) iodide; (R,R)-N,N'-dimethyl-1,2-diaminocyclohexane / 1,4-dioxane / 110 °C / Inert atmosphere
5.1: hydrogenchloride; water / 5 h / Reflux
6.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 20 °C
6.2: 3 h / 105 °C
With
hydrogenchloride; potassium phosphate; copper(l) iodide; (R,R)-N,N'-dimethyl-1,2-diaminocyclohexane; water; sodium hexamethyldisilazane; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; lithium hexamethyldisilazane; hydrazine;
In
tetrahydrofuran; 1,4-dioxane; pyridine; dichloromethane;
1.1: Claisen Reaction;