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

HRID 1432458Notes

Reaction equation

HRID 1432458 reaction equation
[CH2:1]([CH:8]1[O:12][C:11](=[O:13])[CH:10]=[C:9]1[OH:14])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][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][CH2:34][NH:35][C:36](=[O:38])[CH3:37]>>[CH2:1]([CH:8]1[O:12][C:11](=[O:13])[C:10]([CH:15]([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)[C:28]2[NH:29][C:30]3[C:26]([C:27]=2[CH2:33][CH2:34][NH:35][C:36](=[O:38])[CH3:37])=[CH:25][C:24]([Cl:23])=[CH:32][CH:31]=3)=[C:9]1[OH:14])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 3

HCID 240BenzaldehydeHCID 384240N-[2-(5-chloro-1H-indol-3-yl)ethyl]acetamideHCID 690635555-benzyl-4-hydroxy-5H-furan-2-one

Product 1

HCID 57933427N-(2-{2-[(5-Benzyl-4-hydroxy-2-oxo-2,5-dihydro-furan-3-yl)-phenyl-methyl]-5-chloro-1H-indol-3-yl}-ethyl)-acetamide

Procedure

Using general procedure C, 5-benzyl-4-hydroxy-5H-furan-2-one (Lit. 13) was reacted with benzaldehyde and N-[2-(5-chloro-1H-indol-3-yl)-ethyl]-acetamide (Lit. 2) to give the title compound as a white solid. MS: 513.1 ([M−H]−).

Sources & evidence

ORD record
ord-8a249e670a004368902c53e5db246f45
Source dataset
uspto-grants-2009_11
Patent number
US07612099B2

Reaction notes

Loading…