Piperidine → HCID 54168434, compound

HRID 1376788Notes

Reaction equation

HRID 1376788 reaction equation
[CH:1]([C:3]1[C:11]2[C:6](=[N:7][CH:8]=[CH:9][CH:10]=2)[NH:5][CH:4]=1)=O.[S:12]([C:16]1[CH:17]=[C:18]2[C:22](=[CH:23][CH:24]=1)[NH:21][C:20](=[O:25])[CH2:19]2)(=[O:15])(=[O:14])[NH2:13].N1CCCCC1>C(O)C>[S:12]([C:16]1[CH:17]=[C:18]2[C:22](=[CH:23][CH:24]=1)[NH:21][C:20](=[O:25])[C:19]2=[CH:1][C:3]1[C:11]2[C:6](=[N:7][CH:8]=[CH:9][CH:10]=2)[NH:5][CH:4]=1)(=[O:15])(=[O:14])[NH2:13]

Participants

5

Reactant 3

HCID 8082PiperidineHCID 53728121H-Pyrrolo[2,3-b]pyridine-3-carbaldehydeHCID 101982322-Oxoindoline-5-sulfonamide

Product 1

HCID 54168434HCID 54168434, compoundYield 70%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of 3-formyl-7-azaindole (1.46 g, 10 mmol), 5-sulfamoyl-2-oxindole (2,122 g, 10 mmol) and piperidine (0,255 g, 3 mmol) in absolute ethanol (50 ml) was treated for 3 h at reflux. The reaction mixture was chilled to room temperature, the precipitate filtered, the residue washed with ice-cold ethanol and dried under vacuum. Almost pure title compound was so obtained in about 70% yield. Compounds of higher purity were obtained by crystallization from ethanol.

Workup

  1. temperatureat reflux
  2. filtrationthe precipitate filtered
  3. washthe residue washed with ice-cold ethanol
  4. customdried under vacuum

Sources & evidence

ORD record
ord-994831b2ad6542b4870c9feec76c9c99
Source dataset
uspto-grants-1997_09
Patent number
US05663346

Reaction notes

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