Technology Process of (4R)-4H-[1,2,4]triazolo[4,3-a][1,5]benzodiazepine, 5,6-dihydro-1,4-dimethyl-8-(3-methyl-1,2,4-oxadiazol-5-yl)-6-(4-chloro-phenyl)
There total 10 articles about (4R)-4H-[1,2,4]triazolo[4,3-a][1,5]benzodiazepine, 5,6-dihydro-1,4-dimethyl-8-(3-methyl-1,2,4-oxadiazol-5-yl)-6-(4-chloro-phenyl) which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
sodium acetate;
In
ethanol; water;
at 86 ℃;
for 5h;
- Guidance literature:
-
Multi-step reaction with 10 steps
1.1: ammonium chloride; iron / ethanol; water / 2 h / 60 °C
2.1: sodium / methanol / 0 - 20 °C
3.1: Lawessons reagent / tetrahydrofuran / 12 h / 80 °C
4.1: butan-1-ol / 12 h / 130 °C
5.1: caesium carbonate; dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane / tris-(dibenzylideneacetone)dipalladium(0) / toluene / 12 h / 110 °C / Inert atmosphere
6.1: Daicel AD-H / 38 °C / Resolution of racemate
7.1: triethylamine; 1,3-bis-(diphenylphosphino)propane / palladium diacetate / methanol / 12 h / 90 °C
8.1: sodium hydroxide / water; methanol / 5 h / 60 °C
8.2: pH 1
9.1: triethylamine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / dichloromethane / 14 h / 20 °C
10.1: sodium acetate / ethanol; water / 5 h / 86 °C
With
dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; Lawessons reagent; 1,3-bis-(diphenylphosphino)propane; sodium acetate; sodium; iron; ammonium chloride; benzotriazol-1-ol; caesium carbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; sodium hydroxide;
tris-(dibenzylideneacetone)dipalladium(0); palladium diacetate;
In
tetrahydrofuran; methanol; ethanol; dichloromethane; water; toluene; butan-1-ol;
- Guidance literature:
-
Multi-step reaction with 4 steps
1.1: triethylamine; 1,3-bis-(diphenylphosphino)propane / palladium diacetate / methanol / 12 h / 90 °C
2.1: sodium hydroxide / water; methanol / 5 h / 60 °C
2.2: pH 1
3.1: triethylamine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / dichloromethane / 14 h / 20 °C
4.1: sodium acetate / ethanol; water / 5 h / 86 °C
With
1,3-bis-(diphenylphosphino)propane; sodium acetate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; sodium hydroxide;
palladium diacetate;
In
methanol; ethanol; dichloromethane; water;