Technology Process of 1-(4-{2-[(1S,2R)-2-{1-[3-(1-methylethyl)-1,2,4-oxadiazol-5-yl]piperidin-4-yl}cyclopropyl]ethoxy}phenyl)imidazolidin-2-one
There total 12 articles about 1-(4-{2-[(1S,2R)-2-{1-[3-(1-methylethyl)-1,2,4-oxadiazol-5-yl]piperidin-4-yl}cyclopropyl]ethoxy}phenyl)imidazolidin-2-one which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 10 steps
1.1: n-butyllithium / hexane; tetrahydrofuran / 0.08 h / -78 °C
1.2: 1 h / -78 °C
2.1: hydrogen; quinoline / Lindlars catalyst / ethyl acetate / 0.67 h
3.1: diethylzinc / dichloromethane; diethyl ether / 0.17 h / -20 °C / Inert atmosphere
3.2: 0.17 h
3.3: 24 h / 0 °C
4.1: hydrogen / palladium(II) hydroxide / ethyl acetate; ethanol / 2585.81 Torr
4.2: 0 °C
4.3: 0.5 h / 20 °C
5.1: hydrogenchloride / 1,4-dioxane / 2 h / 20 °C
6.1: sodium hydrogencarbonate / dichloromethane; water / 0.08 h / 0 °C
6.2: 1.5 h / 0 - 20 °C
7.1: ethyl acetate; tetrahydrofuran / Inert atmosphere
7.2: 2 h / 70 °C
7.3: 80 °C
8.1: caesium carbonate / N,N-dimethyl-formamide / 20 °C / Inert atmosphere
9.1: tin(II) chloride dihdyrate / N,N-dimethyl-formamide / 15 h / 20 - 50 °C
10.1: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 1 h / 20 °C / Inert atmosphere
10.2: 0.5 h / 0 - 20 °C
With
quinoline; hydrogenchloride; n-butyllithium; tin(II) chloride dihdyrate; hydrogen; diethylzinc; sodium hydrogencarbonate; caesium carbonate; N-ethyl-N,N-diisopropylamine;
palladium(II) hydroxide;
In
tetrahydrofuran; 1,4-dioxane; diethyl ether; ethanol; hexane; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide;
- Guidance literature:
-
Multi-step reaction with 9 steps
1.1: hydrogen; quinoline / Lindlars catalyst / ethyl acetate / 0.67 h
2.1: diethylzinc / dichloromethane; diethyl ether / 0.17 h / -20 °C / Inert atmosphere
2.2: 0.17 h
2.3: 24 h / 0 °C
3.1: hydrogen / palladium(II) hydroxide / ethyl acetate; ethanol / 2585.81 Torr
3.2: 0 °C
3.3: 0.5 h / 20 °C
4.1: hydrogenchloride / 1,4-dioxane / 2 h / 20 °C
5.1: sodium hydrogencarbonate / dichloromethane; water / 0.08 h / 0 °C
5.2: 1.5 h / 0 - 20 °C
6.1: ethyl acetate; tetrahydrofuran / Inert atmosphere
6.2: 2 h / 70 °C
6.3: 80 °C
7.1: caesium carbonate / N,N-dimethyl-formamide / 20 °C / Inert atmosphere
8.1: tin(II) chloride dihdyrate / N,N-dimethyl-formamide / 15 h / 20 - 50 °C
9.1: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 1 h / 20 °C / Inert atmosphere
9.2: 0.5 h / 0 - 20 °C
With
quinoline; hydrogenchloride; tin(II) chloride dihdyrate; hydrogen; diethylzinc; sodium hydrogencarbonate; caesium carbonate; N-ethyl-N,N-diisopropylamine;
palladium(II) hydroxide;
In
tetrahydrofuran; 1,4-dioxane; diethyl ether; ethanol; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide;
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: diethylzinc / dichloromethane; diethyl ether / 0.17 h / -20 °C / Inert atmosphere
1.2: 0.17 h
1.3: 24 h / 0 °C
2.1: hydrogen / palladium(II) hydroxide / ethyl acetate; ethanol / 2585.81 Torr
2.2: 0 °C
2.3: 0.5 h / 20 °C
3.1: hydrogenchloride / 1,4-dioxane / 2 h / 20 °C
4.1: sodium hydrogencarbonate / dichloromethane; water / 0.08 h / 0 °C
4.2: 1.5 h / 0 - 20 °C
5.1: ethyl acetate; tetrahydrofuran / Inert atmosphere
5.2: 2 h / 70 °C
5.3: 80 °C
6.1: caesium carbonate / N,N-dimethyl-formamide / 20 °C / Inert atmosphere
7.1: tin(II) chloride dihdyrate / N,N-dimethyl-formamide / 15 h / 20 - 50 °C
8.1: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 1 h / 20 °C / Inert atmosphere
8.2: 0.5 h / 0 - 20 °C
With
hydrogenchloride; tin(II) chloride dihdyrate; hydrogen; diethylzinc; sodium hydrogencarbonate; caesium carbonate; N-ethyl-N,N-diisopropylamine;
palladium(II) hydroxide;
In
tetrahydrofuran; 1,4-dioxane; diethyl ether; ethanol; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide;