Sodium hydride → HCID 68461693, compound

HRID 2105369Notes

Reaction equation

HRID 2105369 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][C@H:21]([CH3:25])[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].Br[CH2:27][CH:28]1[CH2:30][CH2:29]1.[H-].[Na+]>>[CH:28]1([CH2:27][N:22]2[C@@H:21]([CH3:25])[CH2:20][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])[CH2:30][CH2:29]1

Participants

4

Reactant 3

HCID 24758Sodium hydrideHCID 81503BromomethylcyclopropaneHCID 16679616HCID 16679616, compound

Product 1

HCID 68461693HCID 68461693, compoundYield 47%

Procedure

The title compound was synthesized in analogy to example 17, from (S)-8-(1-isopropyl-piperidin-4-yloxy)-3-methyl-3,4-dihydro-2H-pyrazino[1,2-a]indol-1-one (example 13), 1-(bromomethyl)cyclopropane and sodium hydride, to give the desired product as a colorless oil (47%).

Sources & evidence

ORD record
ord-041c9b0a814c440f8d6471cc3b7f8215
Source dataset
uspto-grants-2009_08
Patent number
US07579351B2

Reaction notes

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