N-bromobutanimide → HCID 16679028, compound

HRID 2105424Notes

Reaction equation

HRID 2105424 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].[Br:26]N1C(=O)CCC1=O>>[Br:26][C:14]1[C:13]2[CH:12]=[C:11]([O:10][CH:7]3[CH2:8][CH2:9][N:4]([CH:1]([CH3:3])[CH3:2])[CH2:5][CH2:6]3)[CH:19]=[CH:18][C:17]=2[N:16]2[C@H:20]([CH3:25])[CH2:21][NH:22][C:23](=[O:24])[C:15]=12

Participants

3

Reactant 2

HCID 67184N-bromobutanimideHCID 16679612(R)-8-(1-isopropylpiperidin-4-yloxy)-4-methyl-3,4-dihydropyrazino[1,2-a]indol-1(2H)-one

Product 1

HCID 16679028HCID 16679028, compoundYield 69%

Procedure

The title compound was synthesized in analogy to example 82, from (R)-8-(1-isopropyl-piperidin-4-yloxy)-4-methyl-3,4-dihydro-2H-pyrazino[1,2-a]indol-1-one (example 8) and N-bromosuccinimide, to give the desired product as a light yellow oil (69%).

Sources & evidence

ORD record
ord-6d3ef57d150049a4b36ec1fbf6a279a7
Source dataset
uspto-grants-2009_08
Patent number
US07579351B2

Reaction notes

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