Technology Process of trans-4-(4-{3-[(1S)-1-(2-chloro-3-fluoro-6-methoxyphenyl)(2,2,2-2H3)ethyl]-1H-pyrrolo[2,3-b]pyridin-5-yl}-5-methyl-1H-pyrazol-1-yl)cyclohexanol
There total 10 articles about trans-4-(4-{3-[(1S)-1-(2-chloro-3-fluoro-6-methoxyphenyl)(2,2,2-2H3)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:
-
C32H39(2)H3ClFN4O2Si;
With
hydrogenchloride; water;
In
1,4-dioxane;
With
sodium hydrogencarbonate;
In
dichloromethane; water;
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: caesium carbonate / N,N-dimethyl-formamide / 20 h / 100 °C
2.1: water; pyridinium p-toluenesulfonate / acetone / 16 h / 65 °C
3.1: ethanol; sodium tetrahydroborate / 2 h / 20 °C / Inert atmosphere
4.1: dmap; 1H-imidazole / dichloromethane / 0.33 h / 20 °C
5.1: lithium diisopropyl amide / cyclohexane; tetrahydrofuran / 0.08 h / -78 °C
5.2: 0.5 h / -78 °C
6.1: isopropylmagnesium chloride / tetrahydrofuran / 1 h / 20 °C
6.2: 1 h / 20 °C
7.1: potassium carbonate / tetrakis(triphenylphosphine) palladium(0) / 1,4-dioxane; water / 2 h / 95 °C
8.1: hydrogenchloride; water / 1,4-dioxane
With
1H-imidazole; hydrogenchloride; dmap; sodium tetrahydroborate; ethanol; water; isopropylmagnesium chloride; pyridinium p-toluenesulfonate; potassium carbonate; caesium carbonate; lithium diisopropyl amide;
tetrakis(triphenylphosphine) palladium(0);
In
tetrahydrofuran; 1,4-dioxane; dichloromethane; cyclohexane; water; N,N-dimethyl-formamide; acetone;
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: water; pyridinium p-toluenesulfonate / acetone / 16 h / 65 °C
2.1: ethanol; sodium tetrahydroborate / 2 h / 20 °C / Inert atmosphere
3.1: dmap; 1H-imidazole / dichloromethane / 0.33 h / 20 °C
4.1: lithium diisopropyl amide / cyclohexane; tetrahydrofuran / 0.08 h / -78 °C
4.2: 0.5 h / -78 °C
5.1: isopropylmagnesium chloride / tetrahydrofuran / 1 h / 20 °C
5.2: 1 h / 20 °C
6.1: potassium carbonate / tetrakis(triphenylphosphine) palladium(0) / 1,4-dioxane; water / 2 h / 95 °C
7.1: hydrogenchloride; water / 1,4-dioxane
With
1H-imidazole; hydrogenchloride; dmap; sodium tetrahydroborate; ethanol; water; isopropylmagnesium chloride; pyridinium p-toluenesulfonate; potassium carbonate; lithium diisopropyl amide;
tetrakis(triphenylphosphine) palladium(0);
In
tetrahydrofuran; 1,4-dioxane; dichloromethane; cyclohexane; water; acetone;
