Technology Process of 1-[4-{2-[5-(4,6-dimethyl-pyrimidine-5-carbonyl)-hexahydro-pyrrolo[3,4-c]pyrrol-2-yl]-ethyl}-4-(3-fluoro-phenyl)-piperidin-1-yl]-2,2-dimethyl-propan-1-one
There total 8 articles about 1-[4-{2-[5-(4,6-dimethyl-pyrimidine-5-carbonyl)-hexahydro-pyrrolo[3,4-c]pyrrol-2-yl]-ethyl}-4-(3-fluoro-phenyl)-piperidin-1-yl]-2,2-dimethyl-propan-1-one which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 6 steps
1: diisobutylaluminium hydride / dichloromethane / 4 h / -78 - -60 °C
2: sodium tris(acetoxy)borohydride / dichloromethane / 2 h / 20 °C
3: hydrogen / palladium 10% on activated carbon; palladium(II) hydroxide/carbon / ethanol / 21 h / 20 °C / 760.05 Torr
4: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine / dichloromethane / 20 °C
5: hydrogenchloride / 1,4-dioxane; methanol; diethyl ether / 5 h / 20 - 40 °C
6: pyridine / dichloromethane / 24 h / 20 °C
With
pyridine; hydrogenchloride; hydrogen; sodium tris(acetoxy)borohydride; diisobutylaluminium hydride; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine;
palladium(II) hydroxide/carbon; palladium 10% on activated carbon;
In
1,4-dioxane; methanol; diethyl ether; ethanol; dichloromethane;
- Guidance literature:
-
Multi-step reaction with 9 steps
1.1: copper(l) iodide / tetrahydrofuran / 3 h / 0 °C
2.1: sodium hydroxide / ethanol; water / 15 h / 20 °C
2.2: 0 °C / pH 3
3.1: copper(I) oxide / acetonitrile / 1 - 1.25 h / Heating / reflux
4.1: diisobutylaluminium hydride / dichloromethane / 4 h / -78 - -60 °C
5.1: sodium tris(acetoxy)borohydride / dichloromethane / 2 h / 20 °C
6.1: hydrogen / palladium 10% on activated carbon; palladium(II) hydroxide/carbon / ethanol / 21 h / 20 °C / 760.05 Torr
7.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine / dichloromethane / 20 °C
8.1: hydrogenchloride / 1,4-dioxane; methanol; diethyl ether / 5 h / 20 - 40 °C
9.1: pyridine / dichloromethane / 24 h / 20 °C
With
pyridine; copper(I) oxide; hydrogenchloride; sodium hydroxide; hydrogen; sodium tris(acetoxy)borohydride; diisobutylaluminium hydride; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine;
copper(l) iodide; palladium(II) hydroxide/carbon; palladium 10% on activated carbon;
In
tetrahydrofuran; 1,4-dioxane; methanol; diethyl ether; ethanol; dichloromethane; water; acetonitrile;
- Guidance literature:
-
Multi-step reaction with 5 steps
1: sodium tris(acetoxy)borohydride / dichloromethane / 2 h / 20 °C
2: hydrogen / palladium 10% on activated carbon; palladium(II) hydroxide/carbon / ethanol / 21 h / 20 °C / 760.05 Torr
3: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine / dichloromethane / 20 °C
4: hydrogenchloride / 1,4-dioxane; methanol; diethyl ether / 5 h / 20 - 40 °C
5: pyridine / dichloromethane / 24 h / 20 °C
With
pyridine; hydrogenchloride; hydrogen; sodium tris(acetoxy)borohydride; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine;
palladium(II) hydroxide/carbon; palladium 10% on activated carbon;
In
1,4-dioxane; methanol; diethyl ether; ethanol; dichloromethane;