Technology Process of cyclopropyl(2,6-difluoro-4-{2-[(1S,2R)-2-(1-[1,2,4]triazolo[1,5-a]pyrimidin-2-ylpiperidin-4-yl)cyclopropyl]ethoxy}phenyl)methanone
There total 11 articles about cyclopropyl(2,6-difluoro-4-{2-[(1S,2R)-2-(1-[1,2,4]triazolo[1,5-a]pyrimidin-2-ylpiperidin-4-yl)cyclopropyl]ethoxy}phenyl)methanone which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
di-isopropyl azodicarboxylate;
In
tetrahydrofuran;
at 0 - 20 ℃;
for 3h;
- Guidance literature:
-
Multi-step reaction with 7 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: N-ethyl-N,N-diisopropylamine / ethanol / 1 h / 120 °C / microwave irradiation
7.1: di-isopropyl azodicarboxylate / tetrahydrofuran / 3 h / 0 - 20 °C
With
quinoline; hydrogenchloride; n-butyllithium; di-isopropyl azodicarboxylate; hydrogen; diethylzinc; N-ethyl-N,N-diisopropylamine;
palladium(II) hydroxide;
In
tetrahydrofuran; 1,4-dioxane; diethyl ether; ethanol; hexane; dichloromethane; ethyl acetate;
- Guidance literature:
-
Multi-step reaction with 6 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: N-ethyl-N,N-diisopropylamine / ethanol / 1 h / 120 °C / microwave irradiation
6.1: di-isopropyl azodicarboxylate / tetrahydrofuran / 3 h / 0 - 20 °C
With
quinoline; hydrogenchloride; di-isopropyl azodicarboxylate; hydrogen; diethylzinc; N-ethyl-N,N-diisopropylamine;
palladium(II) hydroxide;
In
tetrahydrofuran; 1,4-dioxane; diethyl ether; ethanol; dichloromethane; ethyl acetate;
