5-fluoro-1,3-dihydro-2H-indol-2-one → 3-(3-Cyclopentyl-4-methoxybenzylidene)-5-fluoro-1,3-dihydroindol-2-one

HRID 2120206Notes

Reaction equation

HRID 2120206 reaction equation
[F:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[NH:7][C:6](=[O:11])[CH2:5]2.[CH:12]1([C:17]2[CH:18]=[C:19]([CH:22]=[CH:23][C:24]=2[O:25][CH3:26])[CH:20]=O)[CH2:16][CH2:15][CH2:14][CH2:13]1>>[CH:12]1([C:17]2[CH:18]=[C:19]([CH:22]=[CH:23][C:24]=2[O:25][CH3:26])[CH:20]=[C:5]2[C:4]3[C:8](=[CH:9][CH:10]=[C:2]([F:1])[CH:3]=3)[NH:7][C:6]2=[O:11])[CH2:13][CH2:14][CH2:15][CH2:16]1

Participants

3

Reactant 2

HCID 37310125-fluoro-1,3-dihydro-2H-indol-2-oneHCID 225710713-Cyclopentyl-4-methoxybenzaldehyde

Product 1

HCID 538255193-(3-Cyclopentyl-4-methoxybenzylidene)-5-fluoro-1,3-dihydroindol-2-one

Procedure

5-Fluoro-2-oxindole was condensed with 3-cyclopentyl-4-methoxybenzaldehyde using method B to give 3-(3-cyclopentyl-4-methoxybenzylidene)-5-fluoro-1,3-dihydro-indol-2-one as a yellow-orange solid, followed by reduction using method E to give 0.78 g (78%) of 3-(3-cyclopentyl-4-methoxybenzyl)-5-fluoro-1,3-dihydroindol-2-one as a white solid.

Sources & evidence

ORD record
ord-03aa090ff3074936993d3ffb146890cd
Source dataset
uspto-grants-2004_02
Patent number
US06689806B1

Reaction notes

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