Piperidine → HCID 67230143, compound

HRID 1805394Notes

Reaction equation

HRID 1805394 reaction equation
[CH3:1][O:2][C:3]([C:5]1[CH:6]=[C:7]2[C:11](=[CH:12][CH:13]=1)[NH:10][C:9](=[O:14])[CH2:8]2)=[O:4].[F:15][C:16]1[CH:23]=[CH:22][C:19]([CH:20]=O)=[CH:18][CH:17]=1.N1CCCCC1>CCO>[CH3:1][O:2][C:3]([C:5]1[CH:6]=[C:7]2[C:11](=[CH:12][CH:13]=1)[NH:10][C:9](=[O:14])/[C:8]/2=[CH:20]\[C:19]1[CH:22]=[CH:23][C:16]([F:15])=[CH:17][CH:18]=1)=[O:4]

Participants

5

Reactant 3

HCID 8082PiperidineHCID 680234-FluorobenzaldehydeHCID 2773516Methyl 2,3-dihydro-2-oxo-1H-indole-5-carboxylate

Product 1

HCID 67230143HCID 67230143, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of methyl-2-oxindole-5-carboxylate (4.764 g) in EtOH (100 mL) was added 4-fluoro-benzaldehyde (4.72 mL) in one portion, followed by piperidine (790 μL). The mixture was refluxed for 3 hours and the yellow precipitate was collected by filtration. The yellow product was used for the next step without further purification.

Workup

  1. temperatureThe mixture was refluxed for 3 hours
  2. filtrationthe yellow precipitate was collected by filtration
  3. customThe yellow product was used for the next step without further purification

Sources & evidence

ORD record
ord-455d81f96b17452ebdb0c153cfc6dd8d
Source dataset
uspto-grants-2013_01
Patent number
US08354443B2

Reaction notes

Loading…