Benzaldehyde → HCID 57933462, compound

HRID 1432490Notes

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]([NH2:36])([CH3:35])[CH3:34])=[CH:28][NH:29]2)=[CH:25][CH:24]=1>>[NH2:36][C:33]([CH3:34])([CH3:35])[CH2:32][C:27]1[C:26]2[C:30](=[CH:31][C:23]([Cl:22])=[CH:24][CH:25]=2)[NH:29][C:28]=1[CH:14]([C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)[C:3]1[C:4](=[O:13])[CH2:5][CH:6]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)[C:2]=1[OH:1]

Participants

Reactant 3

HCID 240Benzaldehyde

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

HCID 69070909HCID 69070909, compound

Product 1

HCID 57933462HCID 57933462, compound

Procedure

Using general procedure C, 3-hydroxy-4-phenyl-cyclopent-2-enone (Lit. 17) was reacted with benzaldehyde and 2-(6-chloro-1H-indol-3-yl)-1,1-dimethyl-ethylamine (prepared in analogy to Lit. 9) to give the title compound as a pale yellow solid. MS: 485.4 ([M+H]+).

Sources & evidence

ORD record: ord-2dac564e0e834aef9e85ac2841c4e57e
Source dataset: uspto-grants-2009_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07612099B2

Reaction notes

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