Technology Process of 1-(4-{3-[(1S)-1-(2-Chloro-3-fluoro-6-methoxyphenyl)ethyl]-1H-pyrrolo[2,3-b]pyridin-5-yl}-1-methyl-1H-pyrazol-3-yl)methanamine
There total 10 articles about 1-(4-{3-[(1S)-1-(2-Chloro-3-fluoro-6-methoxyphenyl)ethyl]-1H-pyrrolo[2,3-b]pyridin-5-yl}-1-methyl-1H-pyrazol-3-yl)methanamine which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
C21H19ClFN7O;
With
water; triphenylphosphine;
In
1,4-dioxane;
at 60 - 65 ℃;
In
dichloromethane; water;
pH=2;
With
potassium carbonate;
In
water;
pH=9;
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: potassium hydroxide / methanol / 12 h / 20 °C
2.1: boron trifluoride diethyl etherate / tetrahydrofuran / 0.5 h / -60 °C
2.2: -60 - 45 °C / Inert atmosphere
3.1: ChiralPak IA / carbon dioxide; methanol / Resolution of racemate
4.1: potassium acetate / (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 1,4-dioxane / 32.5 h / 80 °C
5.1: potassium carbonate / (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 1,4-dioxane; water / 1 h / 95 °C
6.1: triphenylphosphine; water / 1,4-dioxane / 60 - 65 °C
6.2: pH 2
6.3: pH 9
With
boron trifluoride diethyl etherate; water; potassium acetate; potassium carbonate; triphenylphosphine; potassium hydroxide;
(1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride;
In
tetrahydrofuran; 1,4-dioxane; methanol; carbon dioxide; water;
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: n-butyllithium / tert-butyl methyl ether; hexanes / 3 h / -78 °C
1.2: 0.75 h / -60 °C
2.1: potassium hydroxide / methanol / 12 h / 20 °C
3.1: boron trifluoride diethyl etherate / tetrahydrofuran / 0.5 h / -60 °C
3.2: -60 - 45 °C / Inert atmosphere
4.1: ChiralPak IA / carbon dioxide; methanol / Resolution of racemate
5.1: potassium acetate / (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 1,4-dioxane / 32.5 h / 80 °C
6.1: potassium carbonate / (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 1,4-dioxane; water / 1 h / 95 °C
7.1: triphenylphosphine; water / 1,4-dioxane / 60 - 65 °C
7.2: pH 2
7.3: pH 9
With
n-butyllithium; boron trifluoride diethyl etherate; water; potassium acetate; potassium carbonate; triphenylphosphine; potassium hydroxide;
(1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride;
In
tetrahydrofuran; 1,4-dioxane; methanol; hexanes; tert-butyl methyl ether; carbon dioxide; water;