Technology Process of 4-amino-2-[6-chloro-3-(3,3,4,4,4-pentafluorobutyl)imidazo[1,5-a]pyridin-1-yl]-5-(4-fluorophenyl)-5-methyl-5,7-dihydro-6H-pyrrolo[2,3-d]pyrimidin-6-one
There total 6 articles about 4-amino-2-[6-chloro-3-(3,3,4,4,4-pentafluorobutyl)imidazo[1,5-a]pyridin-1-yl]-5-(4-fluorophenyl)-5-methyl-5,7-dihydro-6H-pyrrolo[2,3-d]pyrimidin-6-one which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: N-ethyl-N,N-diisopropylamine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 2 h / 18 - 25 °C / Inert atmosphere
2.1: trichlorophosphate / 1,2-dichloro-ethane / 18 h / Inert atmosphere; Reflux
3.1: N-iodo-succinimide / dichloromethane / 18 h / 18 - 25 °C / Inert atmosphere
4.1: 1,1'-bis-(diphenylphosphino)ferrocene; tris-(dibenzylideneacetone)dipalladium(0) / N,N-dimethyl-formamide; water / 18 h / 120 °C / Inert atmosphere
5.1: ammonium chloride; trimethylaluminum / toluene / 18 h / 100 °C / Inert atmosphere
5.2: 0.5 h / 18 - 25 °C / silica gel
6.1: potassium tert-butylate / tert-butyl alcohol / 0.67 h / 110 °C / Inert atmosphere; sealed tube
With
N-iodo-succinimide; potassium tert-butylate; trimethylaluminum; ammonium chloride; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; trichlorophosphate;
1,1'-bis-(diphenylphosphino)ferrocene; tris-(dibenzylideneacetone)dipalladium(0);
In
dichloromethane; water; 1,2-dichloro-ethane; N,N-dimethyl-formamide; toluene; tert-butyl alcohol;
- Guidance literature:
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Multi-step reaction with 7 steps
1.1: sodium permanganate monohydrate / tetraethylammonium hydrogen sulphate / water / 4.33 h / 70 °C / Inert atmosphere
1.2: pH 1
2.1: N-ethyl-N,N-diisopropylamine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 2 h / 18 - 25 °C / Inert atmosphere
3.1: trichlorophosphate / 1,2-dichloro-ethane / 18 h / Inert atmosphere; Reflux
4.1: N-iodo-succinimide / dichloromethane / 18 h / 18 - 25 °C / Inert atmosphere
5.1: 1,1'-bis-(diphenylphosphino)ferrocene; tris-(dibenzylideneacetone)dipalladium(0) / N,N-dimethyl-formamide; water / 18 h / 120 °C / Inert atmosphere
6.1: ammonium chloride; trimethylaluminum / toluene / 18 h / 100 °C / Inert atmosphere
6.2: 0.5 h / 18 - 25 °C / silica gel
7.1: potassium tert-butylate / tert-butyl alcohol / 0.67 h / 110 °C / Inert atmosphere; sealed tube
With
N-iodo-succinimide; sodium permanganate monohydrate; potassium tert-butylate; trimethylaluminum; ammonium chloride; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; trichlorophosphate;
1,1'-bis-(diphenylphosphino)ferrocene; tris-(dibenzylideneacetone)dipalladium(0); tetraethylammonium hydrogen sulphate;
In
dichloromethane; water; 1,2-dichloro-ethane; N,N-dimethyl-formamide; toluene; tert-butyl alcohol;
- Guidance literature:
-
Multi-step reaction with 5 steps
1.1: trichlorophosphate / 1,2-dichloro-ethane / 18 h / Inert atmosphere; Reflux
2.1: N-iodo-succinimide / dichloromethane / 18 h / 18 - 25 °C / Inert atmosphere
3.1: 1,1'-bis-(diphenylphosphino)ferrocene; tris-(dibenzylideneacetone)dipalladium(0) / N,N-dimethyl-formamide; water / 18 h / 120 °C / Inert atmosphere
4.1: ammonium chloride; trimethylaluminum / toluene / 18 h / 100 °C / Inert atmosphere
4.2: 0.5 h / 18 - 25 °C / silica gel
5.1: potassium tert-butylate / tert-butyl alcohol / 0.67 h / 110 °C / Inert atmosphere; sealed tube
With
N-iodo-succinimide; potassium tert-butylate; trimethylaluminum; ammonium chloride; trichlorophosphate;
1,1'-bis-(diphenylphosphino)ferrocene; tris-(dibenzylideneacetone)dipalladium(0);
In
dichloromethane; water; 1,2-dichloro-ethane; N,N-dimethyl-formamide; toluene; tert-butyl alcohol;