Benzaldehyde → HCID 57933429, compound

HRID 1432491Notes

Reaction equation

[OH:1][C:2]1[CH:6]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)[CH2:5][C:4](=[O:13])[CH:3]=1.[CH:14](=O)[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1.[Cl:22][C:23]1[CH:31]=[C:30]2[C:26]([C:27]([CH2:32][C:33]([NH:36][C:37](=[O:39])[CH3:38])([CH3:35])[CH3:34])=[CH:28][NH:29]2)=[CH:25][CH:24]=1>>[Cl:22][C:23]1[CH:31]=[C:30]2[C:26]([C:27]([CH2:32][C:33]([NH:36][C:37](=[O:39])[CH3:38])([CH3:35])[CH3:34])=[C:28]([CH:14]([C:3]3[C:4](=[O:13])[CH2:5][CH:6]([C:7]4[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=4)[C:2]=3[OH:1])[C:15]3[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=3)[NH:29]2)=[CH:25][CH:24]=1

Participants

Reactant 3

HCID 240Benzaldehyde

HCID 69064709HCID 69064709, compound

HCID 690696643-Hydroxy-4-phenyl-cyclopent-2-enone

Product 1

HCID 57933429HCID 57933429, compound

Procedure

Using general procedure C, 3-hydroxy-4-phenyl-cyclopent-2-enone (Lit. 17) was reacted with benzaldehyde and N-[2-(6-chloro-1H-indol-3-yl)-1,1-dimethyl-ethyl]-acetamide to give N-(2-{6-chloro-2-[(2-hydroxy-5-oxo-3-phenyl-cyclopent-1-enyl)-phenyl-methyl]-1H-indol-3-yl}-1,1-dimethyl-ethyl)-acetamide as a pale yellow solid. MS: 527.3 ([M+H]+).

Sources & evidence

ORD record: ord-fbf9493639724445a3c08d8857e913a8
Source dataset: uspto-grants-2009_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07612099B2

Reaction notes

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