Technology Process of 4-((1r,4r)-4-(piperidin-4-yloxy)cyclohexyloxy)nicotinonitrile
There total 9 articles about 4-((1r,4r)-4-(piperidin-4-yloxy)cyclohexyloxy)nicotinonitrile which
guide to synthetic route it.
The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:
synthetic route:
- Guidance literature:
-
4-((1r,4r)-4-(1-methylpiperidin-4-yloxy)cyclohexyloxy)nicotinonitrile;
With
carbonochloridic acid 1-chloro-ethyl ester; N-ethyl-N,N-diisopropylamine;
In
dichloromethane;
for 2h;
Reflux;
With
methanol;
for 1h;
Reflux;
- Guidance literature:
-
Multi-step reaction with 8 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: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.5 h / 0 - 20 °C
7.2: 3 h / 20 °C
8.1: N-ethyl-N,N-diisopropylamine; carbonochloridic acid 1-chloro-ethyl ester / dichloromethane / 2 h / Reflux
8.2: 1 h / Reflux
With
hydrogenchloride; methanol; sodium tetrahydroborate; carbonochloridic acid 1-chloro-ethyl ester; water; hydrogen; sodium hydride; N-ethyl-N,N-diisopropylamine; sodium t-butanolate;
palladium 10% on activated carbon;
In
tetrahydrofuran; methanol; dichloromethane; ISOPROPYLAMIDE; dimethyl sulfoxide; N,N-dimethyl-formamide; mineral oil;
- Guidance literature:
-
Multi-step reaction with 8 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: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.5 h / 0 - 20 °C
7.2: 3 h / 20 °C
8.1: N-ethyl-N,N-diisopropylamine; carbonochloridic acid 1-chloro-ethyl ester / dichloromethane / 2 h / Reflux
8.2: 1 h / Reflux
With
hydrogenchloride; methanol; sodium tetrahydroborate; carbonochloridic acid 1-chloro-ethyl ester; water; hydrogen; sodium hydride; N-ethyl-N,N-diisopropylamine; sodium t-butanolate;
palladium 10% on activated carbon;
In
tetrahydrofuran; methanol; dichloromethane; ISOPROPYLAMIDE; dimethyl sulfoxide; N,N-dimethyl-formamide; mineral oil;
