Technology Process of 5-(4-((1r,4r)-4-(3,5-difluoropyridin-4-yloxy)cyclohexyloxy)piperidin-1-yl)-3-isopropyl-1,2,4-oxadiazole
There total 10 articles about 5-(4-((1r,4r)-4-(3,5-difluoropyridin-4-yloxy)cyclohexyloxy)piperidin-1-yl)-3-isopropyl-1,2,4-oxadiazole which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
potassium tert-butylate;
In
tetrahydrofuran;
at 0 ℃;
for 0.233333h;
- Guidance literature:
-
Multi-step reaction with 9 steps
1.1: sodium t-butanolate / dimethyl sulfoxide / 4 h / 40 - 80 °C
2.1: hydrogenchloride; water / 50 °C
2.2: 0.17 h / 20 °C / pH 6
2.3: 0.17 h / pH 7 - 8
3.1: sodium tetrahydroborate; methanol / 11 - 36 °C
3.2: 0.5 h
3.3: pH 8
4.1: ISOPROPYLAMIDE; tetrahydrofuran
5.1: sodium tetrahydroborate; methanol / 20 °C / Cooling with ice
6.1: hydrogen / palladium 10% on activated carbon / methanol / 16 h / 2585.81 Torr
7.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 1 h / 20 °C / Inert atmosphere
8.1: zinc(II) chloride / dichloromethane; tetrahydrofuran / 3 h / 20 °C / Inert atmosphere
8.2: 12 h / 60 °C
9.1: potassium tert-butylate / tetrahydrofuran / 0.23 h / 0 °C
With
hydrogenchloride; methanol; sodium tetrahydroborate; potassium tert-butylate; water; hydrogen; N-ethyl-N,N-diisopropylamine; zinc(II) chloride; sodium t-butanolate;
palladium 10% on activated carbon;
In
tetrahydrofuran; methanol; dichloromethane; ISOPROPYLAMIDE; dimethyl sulfoxide;
- Guidance literature:
-
Multi-step reaction with 9 steps
1.1: sodium t-butanolate / dimethyl sulfoxide / 4 h / 40 - 80 °C
2.1: hydrogenchloride; water / 50 °C
2.2: 0.17 h / 20 °C / pH 6
2.3: 0.17 h / pH 7 - 8
3.1: sodium tetrahydroborate; methanol / 11 - 36 °C
3.2: 0.5 h
3.3: pH 8
4.1: ISOPROPYLAMIDE; tetrahydrofuran
5.1: sodium tetrahydroborate; methanol / 20 °C / Cooling with ice
6.1: hydrogen / palladium 10% on activated carbon / methanol / 16 h / 2585.81 Torr
7.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 1 h / 20 °C / Inert atmosphere
8.1: zinc(II) chloride / dichloromethane; tetrahydrofuran / 3 h / 20 °C / Inert atmosphere
8.2: 12 h / 60 °C
9.1: potassium tert-butylate / tetrahydrofuran / 0.23 h / 0 °C
With
hydrogenchloride; methanol; sodium tetrahydroborate; potassium tert-butylate; water; hydrogen; N-ethyl-N,N-diisopropylamine; zinc(II) chloride; sodium t-butanolate;
palladium 10% on activated carbon;
In
tetrahydrofuran; methanol; dichloromethane; ISOPROPYLAMIDE; dimethyl sulfoxide;
