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

HRID 1432474Notes

Reaction equation

HRID 1432474 reaction equation
[CH:1]1([CH2:7][CH:8]2[O:12][C:11](=[O:13])[CH:10]=[C:9]2[OH:14])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]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>>[CH:1]1([CH2:7][CH:8]2[O:12][C:11](=[O:13])[C:10]([CH:15]([C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=3)[C:29]3[NH:30][C:31]4[C:27]([C:28]=3[CH2:33][CH2:34][NH:35][C:36](=[O:38])[CH3:37])=[CH:26][CH:25]=[C:24]([F:23])[CH:32]=4)=[C:9]2[OH:14])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6]1

Participants

4

Reactant 3

HCID 240BenzaldehydeHCID 10751398N-[2-(6-Fluoro-1H-indol-3-yl)-ethyl]-acetamideHCID 690696235-cyclohexylmethyl-4-hydroxy-5H-furan-2-one

Product 1

HCID 57933470N-(2-{2-[(5-Cyclohexylmethyl-4-hydroxy-2-oxo-2,5-dihydro-furan-3-yl)-phenyl-methyl]-6-fluoro-1H-indol-3-yl}-ethyl)-acetamide

Procedure

Using general procedure C, 5-cyclohexylmethyl-4-hydroxy-5H-furan-2-one (Lit. 13) 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 red solid. MS: 503.0 ([M−H]−).

Sources & evidence

ORD record
ord-956ebefb56414fe0864f2f7fbef41e4c
Source dataset
uspto-grants-2009_11
Patent number
US07612099B2

Reaction notes

Loading…