Technology Process of [(8R)-3-{1-[2-fluoro-4-(6-methylpyridazin-3-yl)phenyl]cyclopropyl}-8-methyl-5,6,8,9-tetrahydro[1,2,4]triazolo[4,3-d][1,4]thiazepin-8-yl]methanol
There total 9 articles about [(8R)-3-{1-[2-fluoro-4-(6-methylpyridazin-3-yl)phenyl]cyclopropyl}-8-methyl-5,6,8,9-tetrahydro[1,2,4]triazolo[4,3-d][1,4]thiazepin-8-yl]methanol which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
hydrogenchloride;
In
1,4-dioxane; methanol;
at 20 ℃;
for 2h;
- Guidance literature:
-
Multi-step reaction with 8 steps
1: potassium hydroxide; N-benzyl-N,N,N-triethylammonium chloride / water / 9 h / 40 °C
2: potassium hydroxide; water / ethanol / 7 h / Reflux
3: benzotriazol-1-ol; triethylamine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / N,N-dimethyl-formamide / 20 °C
4: hydrogenchloride / 1,4-dioxane; methanol / 6.5 h / 20 °C
5: butan-1-ol / 8 h / 140 °C
6: potassium acetate; 1,1'-bis(diphenylphosphino)ferrocene-palladium(ii)dichloride-chloroform adduct / 1,4-dioxane / 18 h / Reflux; Inert atmosphere
7: tris-(dibenzylideneacetone)dipalladium(0); tricyclohexylphosphine; potassium phosphate / 1,4-dioxane; water / 2 h / 140 °C / Microwave irradiation
8: hydrogenchloride / 1,4-dioxane; methanol / 2 h / 20 °C
With
hydrogenchloride; potassium phosphate; tris-(dibenzylideneacetone)dipalladium(0); 1,1'-bis(diphenylphosphino)ferrocene-palladium(ii)dichloride-chloroform adduct; N-benzyl-N,N,N-triethylammonium chloride; water; potassium acetate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; potassium hydroxide; tricyclohexylphosphine;
In
1,4-dioxane; methanol; ethanol; water; N,N-dimethyl-formamide; butan-1-ol;
- Guidance literature:
-
Multi-step reaction with 9 steps
1: water; ethanol / 8.5 h / 100 °C
2: potassium hydroxide; N-benzyl-N,N,N-triethylammonium chloride / water / 9 h / 40 °C
3: potassium hydroxide; water / ethanol / 7 h / Reflux
4: benzotriazol-1-ol; triethylamine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / N,N-dimethyl-formamide / 20 °C
5: hydrogenchloride / 1,4-dioxane; methanol / 6.5 h / 20 °C
6: butan-1-ol / 8 h / 140 °C
7: potassium acetate; 1,1'-bis(diphenylphosphino)ferrocene-palladium(ii)dichloride-chloroform adduct / 1,4-dioxane / 18 h / Reflux; Inert atmosphere
8: tris-(dibenzylideneacetone)dipalladium(0); tricyclohexylphosphine; potassium phosphate / 1,4-dioxane; water / 2 h / 140 °C / Microwave irradiation
9: hydrogenchloride / 1,4-dioxane; methanol / 2 h / 20 °C
With
hydrogenchloride; potassium phosphate; tris-(dibenzylideneacetone)dipalladium(0); 1,1'-bis(diphenylphosphino)ferrocene-palladium(ii)dichloride-chloroform adduct; N-benzyl-N,N,N-triethylammonium chloride; water; potassium acetate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; potassium hydroxide; tricyclohexylphosphine;
In
1,4-dioxane; methanol; ethanol; water; N,N-dimethyl-formamide; butan-1-ol;