Sodium hydride → N-Isopropyl-2-[8-(1-isopropyl-piperidin-4-yloxy)-1-oxo-3,4-dihydro-1H-pyrazino[1,2-a]indol-2-yl]-acetamide

HRID 506692Notes

Reaction equation

HRID 506692 reaction equation
[CH:1]([N:4]1[CH2:9][CH2:8][CH:7]([O:10][C:11]2[CH:19]=[CH:18][C:17]3[N:16]4[CH2:20][CH2:21][NH:22][C:23](=[O:24])[C:15]4=[CH:14][C:13]=3[CH:12]=2)[CH2:6][CH2:5]1)([CH3:3])[CH3:2].[CH:25]([NH:28][C:29](=[O:32])[CH2:30]Cl)([CH3:27])[CH3:26].[H-].[Na+]>>[CH:25]([NH:28][C:29](=[O:32])[CH2:30][N:22]1[CH2:21][CH2:20][N:16]2[C:17]3[CH:18]=[CH:19][C:11]([O:10][CH:7]4[CH2:8][CH2:9][N:4]([CH:1]([CH3:3])[CH3:2])[CH2:5][CH2:6]4)=[CH:12][C:13]=3[CH:14]=[C:15]2[C:23]1=[O:24])([CH3:27])[CH3:26]

Participants

4

Reactant 3

HCID 24758Sodium hydrideHCID 761712-chloro-N-(1-methylethyl)acetamideHCID 166795188-(1-isopropylpiperidin-4-yloxy)-3,4-dihydropyrazino[1,2-a]indol-1(2H)-one

Product 1

HCID 16678416N-Isopropyl-2-[8-(1-isopropyl-piperidin-4-yloxy)-1-oxo-3,4-dihydro-1H-pyrazino[1,2-a]indol-2-yl]-acetamideYield 79%

Procedure

The title compound was synthesized in analogy to example 17, from 8-(1-isopropyl-piperidin-4-yloxy)-3,4-dihydro-2H-pyrazino[1,2-a]indol-1-one (example 1), N-isopropyl chloroacetamide and sodium hydride, to give the desired product as a white solid (79%).

Sources & evidence

ORD record
ord-69cab2b77eff463db2f53d23ec54b4d7
Source dataset
uspto-grants-2010_08
Patent number
US07786109B2

Reaction notes

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