Benzaldehyde → N-(2-{6-Fluoro-2-[(4-hydroxy-5-methyl-2-oxo-5-phenyl-2,5-dihydro-furan-3-yl)-phenyl-methyl]-1H-indol-3-yl}-ethyl)-acetamide

HRID 1432471Notes

Reaction equation

HRID 1432471 reaction equation
[OH:1][C:2]1[C:6]([CH3:13])([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)[O:5][C:4](=[O:14])[CH:3]=1.[CH:15](=O)[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1.[F:23][C:24]1[CH:32]=[C:31]2[C:27]([C:28]([CH2:33][CH2:34][NH:35][C:36](=[O:38])[CH3:37])=[CH:29][NH:30]2)=[CH:26][CH:25]=1>>[F:23][C:24]1[CH:32]=[C:31]2[C:27]([C:28]([CH2:33][CH2:34][NH:35][C:36](=[O:38])[CH3:37])=[C:29]([CH:15]([C:3]3[C:4](=[O:14])[O:5][C:6]([CH3:13])([C:7]4[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=4)[C:2]=3[OH:1])[C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=3)[NH:30]2)=[CH:26][CH:25]=1

Participants

4

Reactant 3

HCID 240BenzaldehydeHCID 10751398N-[2-(6-Fluoro-1H-indol-3-yl)-ethyl]-acetamideHCID 690684814-hydroxy-5-methyl-5-phenyl-5H-furan-2-one

Product 1

HCID 57933423N-(2-{6-Fluoro-2-[(4-hydroxy-5-methyl-2-oxo-5-phenyl-2,5-dihydro-furan-3-yl)-phenyl-methyl]-1H-indol-3-yl}-ethyl)-acetamide

Procedure

Using general procedure C, 4-hydroxy-5-methyl-5-phenyl-5H-furan-2-one (Example A2) was reacted with benzaldehyde and N-[2-(6-fluoro-1H-indol-3-yl)-ethyl]-acetamide (Example 18.1.) to give the title compound as pale brown solid. MS: 499.5 ([M+H]+).

Sources & evidence

ORD record
ord-1511eb5b999a41b5943341611ca42d95
Source dataset
uspto-grants-2009_11
Patent number
US07612099B2

Reaction notes

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