Technology Process of (1R,3S)-3-(3,5-difluoro-6-(5-fluoro-1H-pyrazolo[3,4-b]pyridin-3-yl)pyridin-2-ylamino)cyclohexanecarboxylic acid
There total 14 articles about (1R,3S)-3-(3,5-difluoro-6-(5-fluoro-1H-pyrazolo[3,4-b]pyridin-3-yl)pyridin-2-ylamino)cyclohexanecarboxylic acid which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
triethylsilane; trifluoroacetic acid;
In
dichloromethane;
at 20 ℃;
for 1h;
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: hydrazine hydrate / butan-1-ol / 4.5 h / Reflux
2.1: tert.-butylnitrite; Bromoform / 2 h / 61 - 90 °C
3.1: potassium carbonate / N,N-dimethyl-formamide / 20 °C
4.1: potassium acetate / palladium bis[bis(diphenylphosphino)ferrocene] dichloride / N,N-dimethyl-formamide / 1.5 h / 100 °C / Inert atmosphere
5.1: potassium phosphate / tris-(dibenzylideneacetone)dipalladium(0); XPhos / 2-methyltetrahydrofuran; water / 0.75 h / 130 °C / Inert atmosphere
6.1: lithium hydroxide monohydrate; water / tetrahydrofuran / 20 °C
6.2: pH 6
7.1: triethylsilane; trifluoroacetic acid / dichloromethane / 1 h / 20 °C
With
triethylsilane; potassium phosphate; tert.-butylnitrite; Bromoform; lithium hydroxide monohydrate; water; potassium acetate; potassium carbonate; hydrazine hydrate; trifluoroacetic acid;
tris-(dibenzylideneacetone)dipalladium(0); palladium bis[bis(diphenylphosphino)ferrocene] dichloride; XPhos;
In
tetrahydrofuran; 2-methyltetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide; butan-1-ol;
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: triethylamine; trifluoroacetic anhydride / dichloromethane / 1.75 h / 0 °C
2.1: hydrazine hydrate / butan-1-ol / 4.5 h / Reflux
3.1: tert.-butylnitrite; Bromoform / 2 h / 61 - 90 °C
4.1: potassium carbonate / N,N-dimethyl-formamide / 20 °C
5.1: potassium acetate / palladium bis[bis(diphenylphosphino)ferrocene] dichloride / N,N-dimethyl-formamide / 1.5 h / 100 °C / Inert atmosphere
6.1: potassium phosphate / tris-(dibenzylideneacetone)dipalladium(0); XPhos / 2-methyltetrahydrofuran; water / 0.75 h / 130 °C / Inert atmosphere
7.1: lithium hydroxide monohydrate; water / tetrahydrofuran / 20 °C
7.2: pH 6
8.1: triethylsilane; trifluoroacetic acid / dichloromethane / 1 h / 20 °C
With
triethylsilane; potassium phosphate; tert.-butylnitrite; Bromoform; lithium hydroxide monohydrate; water; potassium acetate; potassium carbonate; hydrazine hydrate; triethylamine; trifluoroacetic acid; trifluoroacetic anhydride;
tris-(dibenzylideneacetone)dipalladium(0); palladium bis[bis(diphenylphosphino)ferrocene] dichloride; XPhos;
In
tetrahydrofuran; 2-methyltetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide; butan-1-ol;
![(1R,3S)-3-(3,5-difluoro-6-(5-fluoro-1-trityl-1H-pyrazolo[3,4-b]pyridin-3-yl)pyridin-2-ylamino)cyclohexanecarboxylic acid](/Databaselist/images/loading.webp)
