Benzaldehyde → Naphthalene-2-sulfonic acid (2-{2-[(4-hydroxy-5-isopropyl-2-oxo-2,5-dihydro-1H-pyrrol-3-yl)-phenyl-methyl]-1H-indol-3-yl}-ethyl)-amide

HRID 1432449Notes

Reaction equation

HRID 1432449 reaction equation
[OH:1][C:2]1[CH:6]([CH:7]([CH3:9])[CH3:8])[NH:5][C:4](=[O:10])[CH:3]=1.[CH:11](=O)[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1.[NH:19]1[C:27]2[C:22](=[CH:23][CH:24]=[CH:25][CH:26]=2)[C:21]([CH2:28][CH2:29][NH:30][S:31]([C:34]2[CH:43]=[CH:42][C:41]3[C:36](=[CH:37][CH:38]=[CH:39][CH:40]=3)[CH:35]=2)(=[O:33])=[O:32])=[CH:20]1>>[OH:1][C:2]1[CH:6]([CH:7]([CH3:9])[CH3:8])[NH:5][C:4](=[O:10])[C:3]=1[CH:11]([C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)[C:20]1[NH:19][C:27]2[C:22]([C:21]=1[CH2:28][CH2:29][NH:30][S:31]([C:34]1[CH:43]=[CH:42][C:41]3[C:36](=[CH:37][CH:38]=[CH:39][CH:40]=3)[CH:35]=1)(=[O:32])=[O:33])=[CH:23][CH:24]=[CH:25][CH:26]=2

Participants

4

Reactant 3

HCID 240BenzaldehydeHCID 2737733N-[2-(1H-indol-3-yl)ethyl]naphthalene-2-sulfonamideHCID 566041114-Hydroxy-5-isopropyl-1,5-dihydro-pyrrol-2-one

Product 1

HCID 57933457Naphthalene-2-sulfonic acid (2-{2-[(4-hydroxy-5-isopropyl-2-oxo-2,5-dihydro-1H-pyrrol-3-yl)-phenyl-methyl]-1H-indol-3-yl}-ethyl)-amide

Procedure

Using general procedure C, 4-hydroxy-5-isopropyl-1,5-dihydro-pyrrol-2-one (Lit. 11) was reacted with benzaldehyde and naphthalene-2-sulfonic acid [2-(1H-indol-3-yl)-ethyl]-amide (Lit. 1) to give the title compound as an orange solid. MS: 580.3 ([M+H]+).

Sources & evidence

ORD record
ord-87ab5f7b6abf40668f649233e63120a4
Source dataset
uspto-grants-2009_11
Patent number
US07612099B2

Reaction notes

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