2-(3-(5-(5-(3-hydroxyazetidin-1-yl)pyridin-2-ylamino)-1-methyl-6-oxo-1,6-dihydropyridin-3-yl)-2-(hydroxymethyl)phenyl)-3,4,6,7,8,9-hexahydropyrazino[1,2-a]indol-1(2H)-one

Base Information

Chemical Name:2-(3-(5-(5-(3-hydroxyazetidin-1-yl)pyridin-2-ylamino)-1-methyl-6-oxo-1,6-dihydropyridin-3-yl)-2-(hydroxymethyl)phenyl)-3,4,6,7,8,9-hexahydropyrazino[1,2-a]indol-1(2H)-one
CAS No.:1346669-77-9
Molecular Formula:C₃₂H₃₄N₆O₄
Molecular Weight:566.66
Hs Code.:

2-(3-(5-(5-(3-hydroxyazetidin-1-yl)pyridin-2-ylamino)-1-methyl-6-oxo-1,6-dihydropyridin-3-yl)-2-(hydroxymethyl)phenyl)-3,4,6,7,8,9-hexahydropyrazino[1,2-a]indol-1(2H)-one

Synonyms:2-(3-(5-(5-(3-hydroxyazetidin-1-yl)pyridin-2-ylamino)-1-methyl-6-oxo-1,6-dihydropyridin-3-yl)-2-(hydroxymethyl)phenyl)-3,4,6,7,8,9-hexahydropyrazino[1,2-a]indol-1(2H)-one

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Chemical Property of 2-(3-(5-(5-(3-hydroxyazetidin-1-yl)pyridin-2-ylamino)-1-methyl-6-oxo-1,6-dihydropyridin-3-yl)-2-(hydroxymethyl)phenyl)-3,4,6,7,8,9-hexahydropyrazino[1,2-a]indol-1(2H)-one

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Technology Process of 2-(3-(5-(5-(3-hydroxyazetidin-1-yl)pyridin-2-ylamino)-1-methyl-6-oxo-1,6-dihydropyridin-3-yl)-2-(hydroxymethyl)phenyl)-3,4,6,7,8,9-hexahydropyrazino[1,2-a]indol-1(2H)-one

There total 15 articles about 2-(3-(5-(5-(3-hydroxyazetidin-1-yl)pyridin-2-ylamino)-1-methyl-6-oxo-1,6-dihydropyridin-3-yl)-2-(hydroxymethyl)phenyl)-3,4,6,7,8,9-hexahydropyrazino[1,2-a]indol-1(2H)-one which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 12.0%

: 1346673-21-9
2-(5-(5-(3-hydroxyazetidin-1-yl)pyridin-2-ylamino)-1-methyl-6-oxo-1,6-dihydropyridin-3-yl)-6-(1-oxo-3,4,6,7,8,9-hexahydropyrazino[1,2-a]indol-2(1H)-yl)benzyl acetate

: 1346669-77-9
2-(3-(5-(5-(3-hydroxyazetidin-1-yl)pyridin-2-ylamino)-1-methyl-6-oxo-1,6-dihydropyridin-3-yl)-2-(hydroxymethyl)phenyl)-3,4,6,7,8,9-hexahydropyrazino[1,2-a]indol-1(2H)-one

Guidance literature:: With water; lithium hydroxide; In tetrahydrofuran; isopropyl alcohol; at 20 ℃; for 1h;

Reference yield:

: 69321-60-4
2,6-dibromotoluene

: 1346669-77-9
2-(3-(5-(5-(3-hydroxyazetidin-1-yl)pyridin-2-ylamino)-1-methyl-6-oxo-1,6-dihydropyridin-3-yl)-2-(hydroxymethyl)phenyl)-3,4,6,7,8,9-hexahydropyrazino[1,2-a]indol-1(2H)-one

Guidance literature:: Multi-step reaction with 6 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 / 16 h / 95 °C / Inert atmosphere; sealed tube

4: potassium acetate / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / 1,4-dioxane / 95 °C / Inert atmosphere

5: sodium carbonate / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,2-dimethoxyethane; water / 0.25 h / 130 °C / Inert atmosphere; microwave irradiation

6: water; lithium hydroxide / isopropyl alcohol; tetrahydrofuran / 1 h / 20 °C

With N-Bromosuccinimide; water; potassium acetate; sodium carbonate; caesium carbonate; lithium hydroxide; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; 2,2'-azobis(isobutyronitrile); N,N`-dimethylethylenediamine; In tetrahydrofuran; 1,4-dioxane; tetrachloromethane; 1,2-dimethoxyethane; water; N,N-dimethyl-formamide; isopropyl alcohol;

Reference yield:

: 13618-91-2
4,5,6,7-tetrahydroindole

: 1346669-77-9
2-(3-(5-(5-(3-hydroxyazetidin-1-yl)pyridin-2-ylamino)-1-methyl-6-oxo-1,6-dihydropyridin-3-yl)-2-(hydroxymethyl)phenyl)-3,4,6,7,8,9-hexahydropyrazino[1,2-a]indol-1(2H)-one

Guidance literature:: Multi-step reaction with 9 steps

1.1: 1,2-dichloro-ethane / 2 h / 85 °C / Inert atmosphere

2.1: ethanol / 1 h / 20 °C / Inert atmosphere

3.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 1 h / 0 - 20 °C / Inert atmosphere

3.2: 14 h / 20 °C

4.1: hydrogenchloride; hydrogen / palladium 10% on activated carbon / ethyl acetate; ethanol; water / 6 h / 2585.81 Torr / Inert atmosphere

5.1: sodium ethanolate / ethanol / 5 h / 55 °C / Inert atmosphere

6.1: caesium carbonate / copper(l) iodide; N,N`-dimethylethylenediamine / 1,4-dioxane / 16 h / 95 °C / Inert atmosphere; sealed tube

7.1: potassium acetate / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / 1,4-dioxane / 95 °C / Inert atmosphere

8.1: sodium carbonate / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,2-dimethoxyethane; water / 0.25 h / 130 °C / Inert atmosphere; microwave irradiation

9.1: water; lithium hydroxide / isopropyl alcohol; tetrahydrofuran / 1 h / 20 °C

With hydrogenchloride; water; hydrogen; sodium ethanolate; potassium acetate; sodium hydride; sodium carbonate; caesium carbonate; lithium hydroxide; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; palladium 10% on activated carbon; N,N`-dimethylethylenediamine; In tetrahydrofuran; 1,4-dioxane; 1,2-dimethoxyethane; ethanol; water; ethyl acetate; 1,2-dichloro-ethane; N,N-dimethyl-formamide; isopropyl alcohol; mineral oil;