Technology Process of 2-(3-(5-(5-(azetidin-3-yl)pyridin-2-ylamino)-1-methyl-6-oxo-1,6-dihydropyridin-3-yl)-2-(hydroxymethyl)phenyl)-5-tert-butylisoindolin-1-one
There total 11 articles about 2-(3-(5-(5-(azetidin-3-yl)pyridin-2-ylamino)-1-methyl-6-oxo-1,6-dihydropyridin-3-yl)-2-(hydroxymethyl)phenyl)-5-tert-butylisoindolin-1-one which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
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Multi-step reaction with 5 steps
1.1: sodium t-butanolate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl / bis(dibenzylideneacetone)-palladium(0) / 3 h / 100 °C / Reflux
2.1: hydroxylamine / water; methanol / 4 h / 20 °C
3.1: caesium carbonate / 1,4-dioxane / 0.5 h / Reflux
3.2: 3 h / 105 °C
4.1: sodium carbonate / N,N-dimethyl-formamide; 1,4-dioxane; water / 0.5 h / Inert atmosphere
4.2: 14 h / 120 °C / Reflux
5.1: trifluoroacetic acid / dichloromethane / 3 h / 320 °C
With
hydroxylamine; sodium carbonate; caesium carbonate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; trifluoroacetic acid; sodium t-butanolate;
bis(dibenzylideneacetone)-palladium(0);
In
1,4-dioxane; methanol; dichloromethane; water; N,N-dimethyl-formamide;
- Guidance literature:
-
Multi-step reaction with 5 steps
1.1: N,N-dimethyl-formamide / 14 h / 20 °C / Inert atmosphere
2.1: caesium carbonate; N,N-dimethylethylenediamine / 1,4-dioxane / 0.5 h / Inert atmosphere; Reflux
2.2: 14 h / 105 °C
3.1: potassium acetate / 1,4-dioxane / 0.5 h / Reflux; Inert atmosphere
3.2: 14 h / 105 °C
4.1: sodium carbonate / N,N-dimethyl-formamide; 1,4-dioxane; water / 0.5 h / Inert atmosphere
4.2: 14 h / 120 °C / Reflux
5.1: trifluoroacetic acid / dichloromethane / 3 h / 320 °C
With
potassium acetate; sodium carbonate; caesium carbonate; N,N-dimethylethylenediamine; trifluoroacetic acid;
In
1,4-dioxane; dichloromethane; water; N,N-dimethyl-formamide;
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: trifluoroacetic acid; triethylsilane / acetonitrile / 1.5 h / 130 °C / Microwave irraradiation
2.1: lithium hydroxide / tetrahydrofuran; methanol / 2.5 h / 110 °C / Microwave irradiation
2.2: pH 7
3.1: caesium carbonate; N,N-dimethylethylenediamine / 1,4-dioxane / 0.5 h / Inert atmosphere; Reflux
3.2: 14 h / 105 °C
4.1: potassium acetate / 1,4-dioxane / 0.5 h / Reflux; Inert atmosphere
4.2: 14 h / 105 °C
5.1: sodium carbonate / N,N-dimethyl-formamide; 1,4-dioxane; water / 0.5 h / Inert atmosphere
5.2: 14 h / 120 °C / Reflux
6.1: trifluoroacetic acid / dichloromethane / 3 h / 320 °C
With
triethylsilane; potassium acetate; sodium carbonate; caesium carbonate; N,N-dimethylethylenediamine; trifluoroacetic acid; lithium hydroxide;
In
tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; water; N,N-dimethyl-formamide; acetonitrile;