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4-[3-(1-Piperidinyl)propoxy]aniline → 5-Fluoro-3-{[4-(3-piperidin-1-yl-propoxy)-phenylamlino]-methylene}-1,3-dihydro-indol-2-one

HRID 11514
Notes
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Reaction equation

HRID 11514 reaction equation
[N:1]1([CH2:7][CH2:8][CH2:9][O:10][C:11]2[CH:16]=[CH:15][C:14]([NH2:17])=[CH:13][CH:12]=2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[F:18][C:19]1[CH:20]=[C:21]2[C:25](=[CH:26][CH:27]=1)[NH:24][C:23](=[O:28])[C:22]2=[CH:29]O>>[F:18][C:19]1[CH:20]=[C:21]2[C:25](=[CH:26][CH:27]=1)[NH:24][C:23](=[O:28])[C:22]2=[CH:29][N:17]([C:14]1[CH:13]=[CH:12][C:11]([O:10][CH2:9][CH2:8][CH2:7][N:1]2[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6]2)=[CH:16][CH:15]=1)[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

3

Reactant 2

HCID 219749324-[3-(1-Piperidinyl)propoxy]anilineHCID 178418836HCID 178418836, compound

Product 1

HCID 866010235-Fluoro-3-{[4-(3-piperidin-1-yl-propoxy)-phenylamlino]-methylene}-1,3-dihydro-indol-2-oneYield 66.1%

Procedure

In a manner similar to that described in Example 231, 4-(3-piperidin-1-yl-propoxy)-phenylamine (0.57 g, 1.3 equiv.) and 5-fluoro-3-hydroxymethylene-1,3-dihydro-indol-2-one (0.363 g, 2 mmol, 1 equiv.) are reacted to give the named compound as a yellow solid (379 mg, 47%).

Workup

  1. customare reacted

Sources & evidence

ORD record
ord-36e23053addd4a0a9e9dd0af87d2f080
Source dataset
uspto-grants-2006_08
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US07098236B2

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes