Technology Process of N-[1-(azetidin-3-yl)-1H-pyrazol-4-yl]-5-[(2,6-difluoro-3,5-dimethoxybenzyl)oxy]pyrimidin-2-amine
There total 5 articles about N-[1-(azetidin-3-yl)-1H-pyrazol-4-yl]-5-[(2,6-difluoro-3,5-dimethoxybenzyl)oxy]pyrimidin-2-amine which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
tert-butyl 3-(4-amino-1H-pyrazol-1-yl)azetidine-1-carboxylate; 2-chloro-5-[(2,6-difluoro-3,5-dimethoxyphenyl)methoxy]pyrimidine;
With
palladium(II) acetate-2-(dicyclohexylphosphino)-2′,4′,6′-triisopropyl-1,1'-biphenyl; caesium carbonate;
In
N,N-dimethyl-formamide; tert-butyl alcohol;
at 120 ℃;
Inert atmosphere;
With
hydrogenchloride;
In
ethanol; ethyl acetate;
at 20 ℃;
- Guidance literature:
-
Multi-step reaction with 3 steps
1.1: triethylamine / tetrahydrofuran / 1 h / Cooling with ice
2.1: potassium carbonate / N,N-dimethyl-formamide / 1 h / 60 °C
3.1: caesium carbonate; palladium(II) acetate-2-(dicyclohexylphosphino)-2′,4′,6′-triisopropyl-1,1'-biphenyl / N,N-dimethyl-formamide; tert-butyl alcohol / 120 °C / Inert atmosphere
3.2: 20 °C
With
palladium(II) acetate-2-(dicyclohexylphosphino)-2′,4′,6′-triisopropyl-1,1'-biphenyl; potassium carbonate; caesium carbonate; triethylamine;
In
tetrahydrofuran; N,N-dimethyl-formamide; tert-butyl alcohol;
- Guidance literature:
-
Multi-step reaction with 5 steps
1.1: Selectfluor / acetonitrile / 20 °C / Cooling with ice
2.1: lithium borohydride / tetrahydrofuran / 87 h / 20 °C / Cooling with ice
3.1: triethylamine / tetrahydrofuran / 1 h / Cooling with ice
4.1: potassium carbonate / N,N-dimethyl-formamide / 1 h / 60 °C
5.1: caesium carbonate; palladium(II) acetate-2-(dicyclohexylphosphino)-2′,4′,6′-triisopropyl-1,1'-biphenyl / N,N-dimethyl-formamide; tert-butyl alcohol / 120 °C / Inert atmosphere
5.2: 20 °C
With
lithium borohydride; palladium(II) acetate-2-(dicyclohexylphosphino)-2′,4′,6′-triisopropyl-1,1'-biphenyl; potassium carbonate; caesium carbonate; Selectfluor; triethylamine;
In
tetrahydrofuran; N,N-dimethyl-formamide; acetonitrile; tert-butyl alcohol;
