Technology Process of 2-(5-(5-(azetidin-3-yl)pyridin-2-ylamino)-1-methyl-6-oxo-1,6-dihydropyridin-3-yl)-6-(5,5,6,6,7,7-hexadeutero-1-oxo-3,4,5,6,7,8-hexahydrobenzothieno[2,3-c]pyridin-2(1H)-yl)benzyl acetate
There total 15 articles about 2-(5-(5-(azetidin-3-yl)pyridin-2-ylamino)-1-methyl-6-oxo-1,6-dihydropyridin-3-yl)-6-(5,5,6,6,7,7-hexadeutero-1-oxo-3,4,5,6,7,8-hexahydrobenzothieno[2,3-c]pyridin-2(1H)-yl)benzyl acetate which
guide to synthetic route it.
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synthetic route:
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1346673-87-7
2-(5-(5-(azetidin-3-yl)pyridin-2-ylamino)-1-methyl-6-oxo-1,6-dihydropyridin-3-yl)-6-(5,5,6,6,7,7-hexadeutero-1-oxo-3,4,5,6,7,8-hexahydrobenzothieno[2,3-c]pyridin-2(1H)-yl)benzyl acetate
- Guidance literature:
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Multi-step reaction with 5 steps
1: N-Bromosuccinimide / 2,2'-azobis(isobutyronitrile) / tetrachloromethane / 14 h / 80 °C / Inert atmosphere
2: N,N-dimethyl-formamide / 14 h / 20 °C / Inert atmosphere
3: caesium carbonate / copper(l) iodide; N,N`-dimethylethylenediamine / 1,4-dioxane / 20 h / 80 °C / Inert atmosphere
4: potassium acetate / (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 1,4-dioxane / 2 h / Inert atmosphere; Reflux
5: sodium carbonate / tetrakis(triphenylphosphine) palladium(0) / N,N-dimethyl-formamide; 1,4-dioxane; water / 14 h / Inert atmosphere; Reflux
With
N-Bromosuccinimide; potassium acetate; sodium carbonate; caesium carbonate;
(1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; copper(l) iodide; tetrakis(triphenylphosphine) palladium(0); 2,2'-azobis(isobutyronitrile); N,N`-dimethylethylenediamine;
In
1,4-dioxane; tetrachloromethane; water; N,N-dimethyl-formamide;
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1346673-87-7
2-(5-(5-(azetidin-3-yl)pyridin-2-ylamino)-1-methyl-6-oxo-1,6-dihydropyridin-3-yl)-6-(5,5,6,6,7,7-hexadeutero-1-oxo-3,4,5,6,7,8-hexahydrobenzothieno[2,3-c]pyridin-2(1H)-yl)benzyl acetate
- Guidance literature:
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Multi-step reaction with 3 steps
1.1: caesium carbonate / 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; tris-(dibenzylideneacetone)dipalladium(0) / 1,4-dioxane / 3 h / 105 °C / Inert atmosphere
2.1: trifluoroacetic acid / dichloromethane / 2 h / 20 °C / Inert atmosphere
2.3: 3 h / 20 °C
3.1: sodium carbonate / tetrakis(triphenylphosphine) palladium(0) / N,N-dimethyl-formamide; 1,4-dioxane; water / 14 h / Inert atmosphere; Reflux
With
sodium carbonate; caesium carbonate; trifluoroacetic acid;
tris-(dibenzylideneacetone)dipalladium(0); tetrakis(triphenylphosphine) palladium(0); 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene;
In
1,4-dioxane; dichloromethane; water; N,N-dimethyl-formamide;
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1346673-87-7
2-(5-(5-(azetidin-3-yl)pyridin-2-ylamino)-1-methyl-6-oxo-1,6-dihydropyridin-3-yl)-6-(5,5,6,6,7,7-hexadeutero-1-oxo-3,4,5,6,7,8-hexahydrobenzothieno[2,3-c]pyridin-2(1H)-yl)benzyl acetate
- Guidance literature:
-
Multi-step reaction with 4 steps
1: N,N-dimethyl-formamide / 14 h / 20 °C / Inert atmosphere
2: caesium carbonate / copper(l) iodide; N,N`-dimethylethylenediamine / 1,4-dioxane / 20 h / 80 °C / Inert atmosphere
3: potassium acetate / (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 1,4-dioxane / 2 h / Inert atmosphere; Reflux
4: sodium carbonate / tetrakis(triphenylphosphine) palladium(0) / N,N-dimethyl-formamide; 1,4-dioxane; water / 14 h / Inert atmosphere; Reflux
With
potassium acetate; sodium carbonate; caesium carbonate;
(1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; copper(l) iodide; tetrakis(triphenylphosphine) palladium(0); N,N`-dimethylethylenediamine;
In
1,4-dioxane; water; N,N-dimethyl-formamide;