Technology Process of N-((1R,3S)-3-((5-fluoro-2-(1H-pyrazolo[3,4-b]pyridin-3-yl)pyrimidin-4-yl)amino)cyclohexyl)-1-methyl-1H-imidazole-4-carboxamide
There total 6 articles about N-((1R,3S)-3-((5-fluoro-2-(1H-pyrazolo[3,4-b]pyridin-3-yl)pyrimidin-4-yl)amino)cyclohexyl)-1-methyl-1H-imidazole-4-carboxamide 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 6 steps
1: hydrazine hydrate / ethanol / 1 h / 80 °C
2: N-Bromosuccinimide / N,N-dimethyl-formamide / 1.67 h / 44 °C
3: sodium hydride / N,N-dimethyl-formamide / 20 °C / Cooling with ice
4: potassium acetate / bis(pinacol)diborane; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / N,N-dimethyl-formamide / 1.5 h / 100 °C / Inert atmosphere
5: potassium phosphate / tris-(dibenzylideneacetone)dipalladium(0); XPhos / 2-methyl-THF / 2 h / 80 °C / Inert atmosphere; Sealed vial
6: trifluoroacetic acid; triethylsilane / dichloromethane / 1 h / 20 °C
With
triethylsilane; potassium phosphate; N-Bromosuccinimide; potassium acetate; sodium hydride; hydrazine hydrate; trifluoroacetic acid;
(1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; tris-(dibenzylideneacetone)dipalladium(0); bis(pinacol)diborane; XPhos;
In
2-methyl-THF; ethanol; dichloromethane; N,N-dimethyl-formamide;
- Guidance literature:
-
Multi-step reaction with 5 steps
1: N-Bromosuccinimide / N,N-dimethyl-formamide / 1.67 h / 44 °C
2: sodium hydride / N,N-dimethyl-formamide / 20 °C / Cooling with ice
3: potassium acetate / bis(pinacol)diborane; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / N,N-dimethyl-formamide / 1.5 h / 100 °C / Inert atmosphere
4: potassium phosphate / tris-(dibenzylideneacetone)dipalladium(0); XPhos / 2-methyl-THF / 2 h / 80 °C / Inert atmosphere; Sealed vial
5: trifluoroacetic acid; triethylsilane / dichloromethane / 1 h / 20 °C
With
triethylsilane; potassium phosphate; N-Bromosuccinimide; potassium acetate; sodium hydride; trifluoroacetic acid;
(1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; tris-(dibenzylideneacetone)dipalladium(0); bis(pinacol)diborane; XPhos;
In
2-methyl-THF; dichloromethane; N,N-dimethyl-formamide;