Technology Process of N-(4-chloro-1-(2-hydroxyethyl)-1H-indol-3-yl)-3-cycloheptyloxetane-3-carboxamide
There total 9 articles about N-(4-chloro-1-(2-hydroxyethyl)-1H-indol-3-yl)-3-cycloheptyloxetane-3-carboxamide which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
C11H18O3;
With
oxalyl dichloride;
N,N-dimethyl-formamide;
In
dichloromethane;
at 0 ℃;
for 1h;
C10H11ClN2O*ClH;
With
triethylamine;
In
dichloromethane; N,N-dimethyl-formamide;
at -40 ℃;
for 1h;
Product distribution / selectivity;
- Guidance literature:
-
Multi-step reaction with 9 steps
1.1: ethanol; sodium / 0 °C / Reflux
2.1: lithium diisopropyl amide / tetrahydrofuran / -78 - 20 °C
3.1: lithium aluminium tetrahydride / tetrahydrofuran / 3 h / 20 °C
4.1: pyridine / 4 h / 20 °C
5.1: sodium hydride / tetrahydrofuran / 2 h / 0 - 70 °C
6.1: hydrogen / palladium on activated charcoal / methanol / 3 h / 2585.81 Torr
7.1: Dess-Martin periodane / dichloromethane / 2 h / 0 °C
8.1: sodium chlorite; sodium dihydrogenphosphate; dihydrogen peroxide / acetonitrile; water / 2 h / 20 °C
9.1: oxalyl dichloride / N,N-dimethyl-formamide / dichloromethane / 1 h / 0 °C
9.2: 1 h / -40 °C
With
pyridine; sodium chlorite; sodium dihydrogenphosphate; lithium aluminium tetrahydride; oxalyl dichloride; ethanol; hydrogen; dihydrogen peroxide; sodium; sodium hydride; Dess-Martin periodane; lithium diisopropyl amide;
palladium on activated charcoal; N,N-dimethyl-formamide;
In
tetrahydrofuran; methanol; dichloromethane; water; acetonitrile;
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: lithium diisopropyl amide / tetrahydrofuran / -78 - 20 °C
2.1: lithium aluminium tetrahydride / tetrahydrofuran / 3 h / 20 °C
3.1: pyridine / 4 h / 20 °C
4.1: sodium hydride / tetrahydrofuran / 2 h / 0 - 70 °C
5.1: hydrogen / palladium on activated charcoal / methanol / 3 h / 2585.81 Torr
6.1: Dess-Martin periodane / dichloromethane / 2 h / 0 °C
7.1: sodium chlorite; sodium dihydrogenphosphate; dihydrogen peroxide / acetonitrile; water / 2 h / 20 °C
8.1: oxalyl dichloride / N,N-dimethyl-formamide / dichloromethane / 1 h / 0 °C
8.2: 1 h / -40 °C
With
pyridine; sodium chlorite; sodium dihydrogenphosphate; lithium aluminium tetrahydride; oxalyl dichloride; hydrogen; dihydrogen peroxide; sodium hydride; Dess-Martin periodane; lithium diisopropyl amide;
palladium on activated charcoal; N,N-dimethyl-formamide;
In
tetrahydrofuran; methanol; dichloromethane; water; acetonitrile;
