Technology Process of trans-4-[4-(3-{(1S)-1-[2-chloro-6-(difluoromethoxy)-3-fluorophenyl]ethyl}-1H-pyrrolo[2,3-b]pyridin-5-yl)-5-methyl-1H-pyrazol-1-yl]cyclohexanol
There total 17 articles about trans-4-[4-(3-{(1S)-1-[2-chloro-6-(difluoromethoxy)-3-fluorophenyl]ethyl}-1H-pyrrolo[2,3-b]pyridin-5-yl)-5-methyl-1H-pyrazol-1-yl]cyclohexanol which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
C31H34ClF3N4O4;
With
hydrogenchloride; water;
In
1,4-dioxane;
at 45 ℃;
With
sodium hydrogencarbonate;
In
dichloromethane; water;
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: boron tribromide / dichloromethane / 18.16 h / -78 - 20 °C
1.2: 0.5 h / 0 - 20 °C
2.1: sodium hydride / tetrahydrofuran; mineral oil / 1 h / -40 - -10 °C
2.2: 17 h / -40 - 20 °C
3.1: piperidine / dichloromethane / 16 h / 20 °C
4.1: potassium carbonate / N,N-dimethyl-formamide / 6 h / 70 °C / sealed tube
5.1: potassium carbonate / tetrakis(triphenylphosphine) palladium(0) / 1,4-dioxane; water / 2 h / 95 °C
6.1: hydrogenchloride; water / 1,4-dioxane / 45 °C
With
piperidine; hydrogenchloride; water; boron tribromide; sodium hydride; potassium carbonate;
tetrakis(triphenylphosphine) palladium(0);
In
tetrahydrofuran; 1,4-dioxane; dichloromethane; water; N,N-dimethyl-formamide; mineral oil;
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: boron trifluoride diethyl etherate / tetrahydrofuran / 0.5 h / -60 °C
1.2: -60 - 45 °C / Inert atmosphere
2.1: ChiralPak IA / carbon dioxide; methanol / Resolution of racemate
3.1: boron tribromide / dichloromethane / 18.16 h / -78 - 20 °C
3.2: 0.5 h / 0 - 20 °C
4.1: sodium hydride / tetrahydrofuran; mineral oil / 1 h / -40 - -10 °C
4.2: 17 h / -40 - 20 °C
5.1: piperidine / dichloromethane / 16 h / 20 °C
6.1: potassium carbonate / N,N-dimethyl-formamide / 6 h / 70 °C / sealed tube
7.1: potassium carbonate / tetrakis(triphenylphosphine) palladium(0) / 1,4-dioxane; water / 2 h / 95 °C
8.1: hydrogenchloride; water / 1,4-dioxane / 45 °C
With
piperidine; hydrogenchloride; boron trifluoride diethyl etherate; water; boron tribromide; sodium hydride; potassium carbonate;
tetrakis(triphenylphosphine) palladium(0);
In
tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; carbon dioxide; water; N,N-dimethyl-formamide; mineral oil;
