Benzaldehyde → HCID 57933440, compound

HRID 1432467Notes

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.[CH3:23][N:24]1[C:32]2[C:27](=[CH:28][CH:29]=[CH:30][CH:31]=2)[C:26]([CH2:33][CH2:34][NH:35][C:36](=[O:38])[CH3:37])=[CH:25]1>>[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:25]2[N:24]([CH3:23])[C:32]3[C:27]([C:26]=2[CH2:33][CH2:34][NH:35][C:36](=[O:38])[CH3:37])=[CH:28][CH:29]=[CH:30][CH:31]=3)=[C:9]1[OH:14])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

Reactant 3

HCID 240Benzaldehyde

HCID 44769575HCID 44769575, compound

HCID 690635555-benzyl-4-hydroxy-5H-furan-2-one

Product 1

HCID 57933440HCID 57933440, compound

Procedure

Using general procedure C, 5-benzyl-4-hydroxy-5H-furan-2-one (Lit. 13) was reacted with benzaldehyde and N-[2-(1-methyl-1H-indol-3-yl)-ethyl]-acetamide to give N-(2-{2-[(5-benzyl-4-hydroxy-2-oxo-2,5-dihydro-furan-3-yl)-phenyl-methyl]-1-methyl-1H-indol-3-yl}-ethyl)-acetamide as red solid. MS: 493.3 ([M−H]−).

Sources & evidence

ORD record: ord-1dfe0c88f0c348b7be879ba2b4614612
Source dataset: uspto-grants-2009_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07612099B2

Reaction notes

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