Benzaldehyde → 3-{[3-(2-Amino-ethyl)-6-ethyl-1H-indol-2-yl]-phenyl-methyl}-4-hydroxy-5-phenyl-5H-furan-2-one

HRID 1432470Notes

Reaction equation

HRID 1432470 reaction equation
[OH:1][C:2]1[CH:6]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)[O:5][C:4](=[O:13])[CH:3]=1.[CH:14](=O)[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1.[CH2:22]([C:24]1[CH:32]=[C:31]2[C:27]([C:28]([CH2:33][CH2:34][NH2:35])=[CH:29][NH:30]2)=[CH:26][CH:25]=1)[CH3:23]>>[NH2:35][CH2:34][CH2:33][C:28]1[C:27]2[C:31](=[CH:32][C:24]([CH2:22][CH3:23])=[CH:25][CH:26]=2)[NH:30][C:29]=1[CH:14]([C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)[C:3]1[C:4](=[O:13])[O:5][CH:6]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)[C:2]=1[OH:1]

Participants

4

Reactant 3

HCID 240BenzaldehydeHCID 546945694-Hydroxy-5-phenylfuran-2(5H)-oneHCID 690700642-(6-ethyl-1H-indol-3-yl)-ethylamine

Product 1

HCID 579334363-{[3-(2-Amino-ethyl)-6-ethyl-1H-indol-2-yl]-phenyl-methyl}-4-hydroxy-5-phenyl-5H-furan-2-one

Procedure

Using general procedure C, 4-hydroxy-5-phenyl-5H-furan-2-one (Lit. 14) was reacted with benzaldehyde and 2-(6-ethyl-1H-indol-3-yl)-ethylamine (Lit. 8) to give the title compound as a white solid; MS: 453.3 ([M+H]+).

Sources & evidence

ORD record
ord-58fb7aa166fb43fe9e38987cf541ebc1
Source dataset
uspto-grants-2009_11
Patent number
US07612099B2

Reaction notes

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