Sodium hydride → HCID 68465332, compound

HRID 2105367Notes

Reaction equation

HRID 2105367 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[C@@H:20]([CH3:25])[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].[H-].[Na+].Br[CH2:29][CH:30]1[CH2:32][CH2:31]1>>[CH:30]1([CH2:29][N:22]2[CH2:21][C@H:20]([CH3:25])[N:16]3[C:17]4[CH:18]=[CH:19][C:11]([O:10][CH:7]5[CH2:8][CH2:9][N:4]([CH:1]([CH3:3])[CH3:2])[CH2:5][CH2:6]5)=[CH:12][C:13]=4[CH:14]=[C:15]3[C:23]2=[O:24])[CH2:32][CH2:31]1

Participants

4

Reactant 3

HCID 24758Sodium hydrideHCID 81503BromomethylcyclopropaneHCID 16679614HCID 16679614, compound

Product 1

HCID 68465332HCID 68465332, compoundYield 55%

Procedure

The title compound was synthesized in analogy to example 17, from (S)-8-(1-isopropyl-piperidin-4-yloxy)-4-methyl-3,4-dihydro-2H-pyrazino[1,2-a]indol-1-one (example 11), sodium hydride and 1-(bromomethyl)cyclopropane, to give the desired product as a light yellow solid (55%).

Sources & evidence

ORD record
ord-43c476cdd416447fa189f786d6f23182
Source dataset
uspto-grants-2009_08
Patent number
US07579351B2

Reaction notes

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