4-(2-(Pyrrolidin-1-yl)ethoxy)aniline → 5-fluoro-3-[[4-(2-pyrrolidin-1-ylethoxy)anilino]methylidene]-1H-indol-2-one

HRID 11542Notes

Reaction equation

HRID 11542 reaction equation
[N:1]1([CH2:6][CH2:7][O:8][C:9]2[CH:14]=[CH:13][C:12]([NH2:15])=[CH:11][CH:10]=2)[CH2:5][CH2:4][CH2:3][CH2:2]1.[F:16][C:17]1[CH:18]=[C:19]2[C:23](=[CH:24][CH:25]=1)[NH:22][C:21](=[O:26])[C:20]2=[CH:27]O>>[F:16][C:17]1[CH:18]=[C:19]2[C:23](=[CH:24][CH:25]=1)[NH:22][C:21](=[O:26])[C:20]2=[CH:27][NH:15][C:12]1[CH:11]=[CH:10][C:9]([O:8][CH2:7][CH2:6][N:1]2[CH2:5][CH2:4][CH2:3][CH2:2]2)=[CH:14][CH:13]=1

Participants

3

Reactant 2

HCID 64937494-(2-(Pyrrolidin-1-yl)ethoxy)anilineHCID 178418836HCID 178418836, compound

Product 1

HCID 1784189815-fluoro-3-[[4-(2-pyrrolidin-1-ylethoxy)anilino]methylidene]-1H-indol-2-oneYield 69%

Procedure

In a manner similar to that described in Example 231, 4-(2-Pyrrolidin-1-yl-ethoxy)-phenylamine (690 mg, 1.2 equiv.) and 5-fluoro-3-hydroxymethylene-1,3-dihydro-indol-2-one (500 mg, 2.79 mmol, 1 equiv.) are reacted to give the named compound as a yellow solid (705 mg, 69%).

Workup

  1. customare reacted

Sources & evidence

ORD record
ord-7c64fb7189b2415199b6b89369a8a6fb
Source dataset
uspto-grants-2006_08
Patent number
US07098236B2

Reaction notes

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