Technology Process of ((R)-3-methylmorpholino)((1R,2R)-2-(5-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)-1H-imidazol-2-yl)cyclopentyl)methanone
There total 13 articles about ((R)-3-methylmorpholino)((1R,2R)-2-(5-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)-1H-imidazol-2-yl)cyclopentyl)methanone which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
tetrakis(triphenylphosphine) palladium(0); potassium acetate;
In
1,4-dioxane;
at 80 ℃;
Inert atmosphere;
- Guidance literature:
-
Multi-step reaction with 9 steps
1.1: bromine / chloroform / 0 - 20 °C
1.2: 6 h / 0 °C
1.3: pH 5
2.1: acetic anhydride / 20 h / Reflux
3.1: quinine / toluene; tetrachloromethane / 60 h / -65 °C
4.1: lithium diisopropyl amide / tetrahydrofuran / 4 h / -78 °C / Inert atmosphere
5.1: acetonitrile / 5 h / 20 °C / Inert atmosphere
6.1: ammonium acetate / toluene / 6 h / 100 °C / Sealed tube
7.1: hydrogenchloride / water / 2 h / 80 °C
8.1: N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate / dichloromethane / 2 h / 0 - 20 °C
9.1: tetrakis(triphenylphosphine) palladium(0); potassium acetate / 1,4-dioxane / 80 °C / Inert atmosphere
With
hydrogenchloride; tetrakis(triphenylphosphine) palladium(0); ammonium acetate; bromine; potassium acetate; acetic anhydride; quinine; N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; lithium diisopropyl amide;
In
tetrahydrofuran; 1,4-dioxane; tetrachloromethane; dichloromethane; chloroform; water; toluene; acetonitrile;
- Guidance literature:
-
Multi-step reaction with 8 steps
1: acetic anhydride / 20 h / Reflux
2: quinine / toluene; tetrachloromethane / 60 h / -65 °C
3: lithium diisopropyl amide / tetrahydrofuran / 4 h / -78 °C / Inert atmosphere
4: acetonitrile / 5 h / 20 °C / Inert atmosphere
5: ammonium acetate / toluene / 6 h / 100 °C / Sealed tube
6: hydrogenchloride / water / 2 h / 80 °C
7: N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate / dichloromethane / 2 h / 0 - 20 °C
8: tetrakis(triphenylphosphine) palladium(0); potassium acetate / 1,4-dioxane / 80 °C / Inert atmosphere
With
hydrogenchloride; tetrakis(triphenylphosphine) palladium(0); ammonium acetate; potassium acetate; acetic anhydride; quinine; N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; lithium diisopropyl amide;
In
tetrahydrofuran; 1,4-dioxane; tetrachloromethane; dichloromethane; water; toluene; acetonitrile;