Benzaldehyde → N-[2-(2-{[5-(2-Cyclohexyl-ethyl)-4-hydroxy-2-oxo-2,5-dihydro-furan-3-yl]-phenyl-methyl}-6-fluoro-1H-indol-3-yl)-ethyl]-acetamide

HRID 1432475Notes

Reaction equation

HRID 1432475 reaction equation
[CH:1]1([CH2:7][CH2:8][CH:9]2[O:13][C:12](=[O:14])[CH:11]=[C:10]2[OH:15])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[CH:16](=O)[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1.[F:24][C:25]1[CH:33]=[C:32]2[C:28]([C:29]([CH2:34][CH2:35][NH:36][C:37](=[O:39])[CH3:38])=[CH:30][NH:31]2)=[CH:27][CH:26]=1>>[CH:1]1([CH2:7][CH2:8][CH:9]2[O:13][C:12](=[O:14])[C:11]([CH:16]([C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=3)[C:30]3[NH:31][C:32]4[C:28]([C:29]=3[CH2:34][CH2:35][NH:36][C:37](=[O:39])[CH3:38])=[CH:27][CH:26]=[C:25]([F:24])[CH:33]=4)=[C:10]2[OH:15])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

4

Reactant 3

HCID 240BenzaldehydeHCID 10751398N-[2-(6-Fluoro-1H-indol-3-yl)-ethyl]-acetamideHCID 690693345-(2-cyclohexyl-ethyl)-4-hydroxy-5H-furan-2-one

Product 1

HCID 57933469N-[2-(2-{[5-(2-Cyclohexyl-ethyl)-4-hydroxy-2-oxo-2,5-dihydro-furan-3-yl]-phenyl-methyl}-6-fluoro-1H-indol-3-yl)-ethyl]-acetamide

Procedure

Using general procedure C, 5-(2-cyclohexyl-ethyl)-4-hydroxy-5H-furan-2-one (Example B2) was reacted with benzaldehyde and N-[2-(6-fluoro-1H-indol-3-yl)-ethyl]-acetamide (Example 18.1.) to give the title compound as pale green solid. MS: 517.2 ([M−H]−).

Sources & evidence

ORD record
ord-8a2c29cc2d344b00a413c6d4141afabf
Source dataset
uspto-grants-2009_11
Patent number
US07612099B2

Reaction notes

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