Piperidine → HCID 5027553, compound

HRID 1512028Notes

Reaction equation

HRID 1512028 reaction equation
[Cl:1][C:2]1[CH:10]=[C:9]2[C:5]([CH2:6][C:7](=[O:11])[NH:8]2)=[CH:4][CH:3]=1.[F:12][C:13]1[CH:14]=[C:15]([CH:18]=[CH:19][CH:20]=1)[CH:16]=O.N1CCCCC1>CO>[Cl:1][C:2]1[CH:10]=[C:9]2[C:5]([C:6](=[CH:16][C:15]3[CH:18]=[CH:19][CH:20]=[C:13]([F:12])[CH:14]=3)[C:7](=[O:11])[NH:8]2)=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 8082PiperidineHCID 680093-FluorobenzaldehydeHCID 7363446-Chloro-1,3-dihydroindol-2-one

Product 1

HCID 5027553HCID 5027553, compoundYield 76.5%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

In a manner similar to the method described in Example 1, 6-chlorooxindole (3.61 g, 21.5 mmol) was reacted with 3-fluoro-benzaldehyde (Aldrich, 2.26 mL, 21.5 mmol) and piperidine (2.12 mL, 21.5 mmol) in methanol to give 6-chloro-3-[1-(3-fluoro-phenyl)-methylidene]-1,3-dihydro-indol-2-one as a yellow solid (Yield 4.5 g, 76%).

Sources & evidence

ORD record
ord-f3ec5b11fd1e4793b61b1773886cf168
Source dataset
uspto-grants-2012_07
Patent number
US08217051B2

Reaction notes

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