Technology Process of 2-(5-fluoro-2-(hydroxymethyl)-3-(1-methyl-5-((5-(4-methylpiperazin-1-yl)pyridin-2-yl)amino)-6-oxo-1,6-dihydropyridin-3-yl)phenyl)-3,4,6,7,8,9-hexahydropyrazino[1,2-a]indol-1(2H)-one
There total 18 articles about 2-(5-fluoro-2-(hydroxymethyl)-3-(1-methyl-5-((5-(4-methylpiperazin-1-yl)pyridin-2-yl)amino)-6-oxo-1,6-dihydropyridin-3-yl)phenyl)-3,4,6,7,8,9-hexahydropyrazino[1,2-a]indol-1(2H)-one which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
lithium hydroxide monohydrate; water;
In
tetrahydrofuran; isopropyl alcohol;
at 20 ℃;
for 3h;
- Guidance literature:
-
Multi-step reaction with 6 steps
1: palladium 10% on activated carbon; hydrogen / water; ethanol / 16 h / 20 °C
2: tris-(dibenzylideneacetone)dipalladium(0); 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; caesium carbonate / 1,4-dioxane / 15 h / Inert atmosphere; Reflux
3: hydrogenchloride / 1,4-dioxane; dichloromethane / 4 h / 20 °C
4: sodium tris(acetoxy)borohydride; acetic acid / methanol / 1 h / 20 °C
5: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; sodium carbonate / N,N-dimethyl-formamide / 2 h / 100 °C
6: lithium hydroxide / water; isopropyl alcohol; tetrahydrofuran / 2 h / 30 °C
With
hydrogenchloride; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; tris-(dibenzylideneacetone)dipalladium(0); palladium 10% on activated carbon; hydrogen; sodium tris(acetoxy)borohydride; sodium carbonate; caesium carbonate; acetic acid; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; lithium hydroxide;
In
tetrahydrofuran; 1,4-dioxane; methanol; ethanol; dichloromethane; water; N,N-dimethyl-formamide; isopropyl alcohol;
DOI:10.1021/acs.jmedchem.7b01712
- Guidance literature:
-
Multi-step reaction with 6 steps
1: potassium carbonate; tetra-(n-butyl)ammonium iodide / dimethyl sulfoxide / 120 °C
2: ammonium chloride; iron / ethanol; water / 3 h / 80 °C
3: caesium carbonate / 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; tris-(dibenzylideneacetone)dipalladium(0) / 1,4-dioxane / 0.5 h / 100 °C / Inert atmosphere; sealed tube
4: potassium acetate / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2 / 1,4-dioxane / 3 h / Reflux; Inert atmosphere
5: sodium carbonate / tetrakis(triphenylphosphine) palladium(0) / 1,2-dimethoxyethane / 0.12 h / 125 °C / sealed vessel; microwave irradiation
6: water; lithium hydroxide monohydrate / isopropyl alcohol; tetrahydrofuran / 3 h / 20 °C
With
lithium hydroxide monohydrate; water; potassium acetate; tetra-(n-butyl)ammonium iodide; iron; sodium carbonate; potassium carbonate; ammonium chloride; caesium carbonate;
tris-(dibenzylideneacetone)dipalladium(0); tetrakis(triphenylphosphine) palladium(0); dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene;
In
tetrahydrofuran; 1,4-dioxane; 1,2-dimethoxyethane; ethanol; water; dimethyl sulfoxide; isopropyl alcohol;