Piperidine → HCID 57987043, compound

HRID 469172Notes

Reaction equation

HRID 469172 reaction equation
[Cl:1][C:2]1[C:3]([F:10])=[C:4]([CH:7]=[CH:8][CH:9]=1)[CH:5]=O.N1CCCCC1.[Cl:17][C:18]1[CH:26]=[C:25]2[C:21]([CH2:22][C:23](=[O:27])[NH:24]2)=[CH:20][CH:19]=1>CO>[Cl:17][C:18]1[CH:26]=[C:25]2[C:21](/[C:22](=[CH:5]\[C:4]3[CH:7]=[CH:8][CH:9]=[C:2]([Cl:1])[C:3]=3[F:10])/[C:23](=[O:27])[NH:24]2)=[CH:20][CH:19]=1

Participants

5

Reactant 3

HCID 8082PiperidineHCID 7363353-Chloro-2-fluorobenzaldehydeHCID 7363446-Chloro-1,3-dihydroindol-2-one

Product 1

HCID 57987043HCID 57987043, compoundYield 96.1%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

3-Chloro-2-fluorobenzaldehyde (6.24 g, 39.4 mmol) was added to a solution of piperidine (3.88 mL, 39.4 mmol) and 6-chlorooxindole (6.0 g, 35.8 mmol) dissolved in methanol (100 mL). After stirring overnight, the resulting solid was filtered and washed with methanol and hexanes to give 10.6 g of (E)-6-chloro-3-(3-chloro-2-fluorobenzylidene)indolin-2-one (3) as a green solid.

Workup

  1. filtrationthe resulting solid was filtered
  2. washwashed with methanol and hexanes

Sources & evidence

ORD record
ord-8de7342061384b4d9863cc216b5db2e5
Source dataset
uspto-grants-2014_01
Patent number
US08629141B2

Reaction notes

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