Oxindole → HCID 23439057, compound

HRID 2120205Notes

Reaction equation

N1C2C(=CC=CC=2)CC1=O.OC1C=C(OC)C(C2C=CC(OC)=CC=2)=CC=1C=O.[OH:30][C:31]1[CH:36]=[C:35]([O:37][CH3:38])[C:34]([C:39]2[CH:44]=[CH:43][C:42]([O:45][CH3:46])=[CH:41][CH:40]=2)=[CH:33][C:32]=1[CH:47]=[C:48]1[C:56]2[C:51](=[CH:52][CH:53]=[CH:54][CH:55]=2)[NH:50][C:49]1=[O:57]>>[OH:30][C:31]1[CH:36]=[C:35]([O:37][CH3:38])[C:34]([C:39]2[CH:40]=[CH:41][C:42]([O:45][CH3:46])=[CH:43][CH:44]=2)=[CH:33][C:32]=1[CH2:47][CH:48]1[C:56]2[C:51](=[CH:52][CH:53]=[CH:54][CH:55]=2)[NH:50][C:49]1=[O:57]

Participants

Reactant 3

HCID 321710Oxindole

HCID 23439021HCID 23439021, compound

HCID 54044578HCID 54044578, compound

Product 1

HCID 23439057HCID 23439057, compoundYield 75%

Procedure

2-Oxindole was condensed with 4-hydroxy-6,4′-dimethoxybiphenyl-3-carbaldehyde using method B to give a mixture of isomers of 3-(4-hydroxy-6,4′-dimethoxybiphenyl-3-ylmethylene)-1,3-dihydroindol-2-one, followed by reduction using method E to give 4.5 mg (75%) of 3-(4-hydroxy-6,4′-dimethoxybiphenyl-3-ylmethyl)-1,3-dihydroindol-2-one as a white solid.

Workup

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Sources & evidence

ORD record: ord-14df0d969e4941268d1a536c8baa2b75
Source dataset: uspto-grants-2004_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06689806B1

Reaction notes

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