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

HRID 1432508Notes

Reaction equation

HRID 1432508 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.[Cl:23][C:24]1[CH:25]=[C:26]2[C:30](=[CH:31][CH:32]=1)[NH:29][CH:28]=[C:27]2[CH2:33][C:34]([NH:37][C:38](=[O:40])[CH3:39])([CH3:36])[CH3:35]>>[Cl:23][C:24]1[CH:25]=[C:26]2[C:30](=[CH:31][CH:32]=1)[NH:29][C:28]([CH:15]([C:3]1[C:4](=[O:14])[O:5][C:6]([CH3:13])([C:7]3[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=3)[C:2]=1[OH:1])[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1)=[C:27]2[CH2:33][C:34]([NH:37][C:38](=[O:40])[CH3:39])([CH3:36])[CH3:35]

Participants

4

Reactant 3

HCID 240BenzaldehydeHCID 690684814-hydroxy-5-methyl-5-phenyl-5H-furan-2-oneHCID 69068794n-[2-(5-Chloro-1h-indol-3-yl)-1,1-dimethyl-ethyl]-acetamide

Product 1

HCID 57933411N-(2-(5-Chloro-2-[(4-hydroxy-5-methyl-2-oxo-5-phenyl-2,5-dihydro-furan-3-yl)-phenyl-methyl]-1H-indol-3-yl}-1,1-dimethyl-ethyl)-acetamide

Procedure

Using general procedure D, rac-4-hydroxy-5-methyl-5-phenyl-5H-furan-2-one (prepared according to Example A3) was reacted with benzaldehyde and N-[2-(5-chloro-1H-indol-3-yl)-1,1-dimethyl-ethyl]-acetamide to give the title compound as pale brown solid. MS: 543.3 ([M+H]+).

Sources & evidence

ORD record
ord-4eabdab72bec4eb7991372c4dadd432f
Source dataset
uspto-grants-2009_11
Patent number
US07612099B2

Reaction notes

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