4-(2-Piperidin-1-yl-ethoxy)-phenylamine → 5-fluoro-3-[[4-(2-piperidin-1-ylethoxy)anilino]methylidene]-1H-indol-2-one

HRID 1744355Notes

Reaction equation

HRID 1744355 reaction equation
[N:1]1([CH2:7][CH2:8][O:9][C:10]2[CH:15]=[CH:14][C:13]([NH2:16])=[CH:12][CH:11]=2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[F:17][C:18]1[CH:19]=[C:20]2[C:24](=[CH:25][CH:26]=1)[NH:23][C:22](=[O:27])[C:21]2=[CH:28]O>>[F:17][C:18]1[CH:19]=[C:20]2[C:24](=[CH:25][CH:26]=1)[NH:23][C:22](=[O:27])[C:21]2=[CH:28][NH:16][C:13]1[CH:12]=[CH:11][C:10]([O:9][CH2:8][CH2:7][N:1]2[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6]2)=[CH:15][CH:14]=1

Participants

3

Reactant 2

HCID 30160254-(2-Piperidin-1-yl-ethoxy)-phenylamineHCID 178418836HCID 178418836, compound

Product 1

HCID 1784189795-fluoro-3-[[4-(2-piperidin-1-ylethoxy)anilino]methylidene]-1H-indol-2-oneYield 74.4%

Procedure

In a manner similar to that described in Example 231, 4-(2-piperidin-1-yl-ethoxy)-phenylamine (600 mg, 1.2 equiv.) and 5-fluoro-3-hydroxymethylene-1,3-dihydro-indol-2-one (407 mg, 2.27 mmol, 1 equiv.) are reacted to give the named compound as a yellow solid (644 mg, 74%).

Workup

  1. customare reacted

Sources & evidence

ORD record
ord-f007ce14fe724438a0c495d49d65217b
Source dataset
uspto-grants-2006_03
Patent number
US07015220B2

Reaction notes

Loading…