Piperidine → HCID 131720169, compound

HRID 1376797Notes

Reaction equation

HRID 1376797 reaction equation
[C:1]([C:4]1[CH:5]=[C:6]2[C:10](=[CH:11][CH:12]=1)[NH:9][C:8](=[O:13])[C:7]2=[CH:14][C:15]1[C:23]2[C:18](=[N:19][CH:20]=[CH:21][CH:22]=2)[NH:17][CH:16]=1)([OH:3])=[O:2].N1CCCCC1>C(O)C>[NH2+:19]1[CH2:20][CH2:21][CH2:22][CH2:23][CH2:18]1.[C:1]([C:4]1[CH:5]=[C:6]2[C:10](=[CH:11][CH:12]=1)[NH:9][C:8](=[O:13])[C:7]2=[CH:14][C:15]1[C:23]2[C:18](=[N:19][CH:20]=[CH:21][CH:22]=2)[NH:17][CH:16]=1)([OH:3])=[O:2]

Participants

4

Reactant 2

HCID 8082PiperidineHCID 86751207HCID 86751207, compound

Product 1

HCID 131720169HCID 131720169, compoundYield 80%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of 5-carboxy-3-[(7-azaindol-3-yl)methylen]-2-oxindole (0.305 g, 1 mmol) in ethanol (10 ml) was added piperidine (0.085 g, 1 mmol) and the mixture was concentrated under vacuum to a small volume. To the ice-cooled mixture ether was added, the precipitate filtered off, washed with ice-cooled ether and dried under vacuum. Thus almost pure title compound was obtained in about 80% yield.

Workup

  1. concentrationthe mixture was concentrated under vacuum to a small volume
  2. temperatureTo the ice-cooled mixture ether
  3. additionwas added
  4. filtrationthe precipitate filtered off
  5. washwashed with ice-
  6. temperaturecooled ether
  7. customdried under vacuum

Sources & evidence

ORD record
ord-be796687cb2641c69370b214c7753e3b
Source dataset
uspto-grants-1997_09
Patent number
US05663346

Reaction notes

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