(2S)-2-methylpyrrolidine → (S)-8-(3-(2-methylpyrrolidin-1-yl)propoxy)-3,4-dihydropyrazino[1,2-a]indol-1(2H)-one

HRID 506649Notes

Reaction equation

HRID 506649 reaction equation
[N:1]1([CH2:7][CH2:8][CH2:9][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][CH2:4][CH2:3][CH2:2]1.C[C@H]1CCCN1>>[CH3:2][C@H:3]1[CH2:4][CH2:5][CH2:6][N:1]1[CH2:7][CH2:8][CH2:9][O:10][C:11]1[CH:19]=[CH:18][C:17]2[N:16]3[CH2:20][CH2:21][NH:22][C:23](=[O:24])[C:15]3=[CH:14][C:13]=2[CH:12]=1

Participants

3

Reactant 2

HCID 6999702(2S)-2-methylpyrrolidineHCID 166795198-(3-(piperidin-1-yl)propoxy)-3,4-dihydropyrazino[1,2-a]indol-1(2H)-one

Product 1

HCID 16679704(S)-8-(3-(2-methylpyrrolidin-1-yl)propoxy)-3,4-dihydropyrazino[1,2-a]indol-1(2H)-oneYield 10%

Procedure

The title compound was synthesized in analogy to example 2, from 8-(3-chloro-propoxy)-3,4-dihydro-2H-pyrazino[1,2-a]indol-1-one (example 2, intermediate) and (S)-2-methylpyrrolidine (commercially available), to give the desired product as a white solid (10%).

Sources & evidence

ORD record
ord-39600c97d52b432786f0ed57c5b1930a
Source dataset
uspto-grants-2010_08
Patent number
US07786109B2

Reaction notes

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