Piperidine → 2-Methyl-6-[2-oxo-1,2-dihydro-indol-(3Z)-ylidene]-1,4,5,6-tetrahydro-cyclopenta[b]pyrrole-3-carboxylic acid ethyl ester

HRID 2213560Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2213560
[NH:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[CH2:3][C:2]1=[O:10].[CH2:11]([O:13][C:14]([C:16]1[C:17]2[CH2:24][CH2:23][C:22](=O)[C:18]=2[NH:19][C:20]=1[CH3:21])=[O:15])[CH3:12].N1CCCCC1>CN(C=O)C>[CH2:11]([O:13][C:14]([C:16]1[C:17]2[CH2:24][CH2:23]/[C:22](=[C:3]3/[C:2](=[O:10])[NH:1][C:9]4[C:4]/3=[CH:5][CH:6]=[CH:7][CH:8]=4)/[C:18]=2[NH:19][C:20]=1[CH3:21])=[O:15])[CH3:12]

Komponenten

5

Edukt 3

HCID 8082PiperidineHCID 321710OxindoleHCID 21051547HCID 21051547, Verbindung

Produkt 1

HCID 113706862-Methyl-6-[2-oxo-1,2-dihydro-indol-(3Z)-ylidene]-1,4,5,6-tetrahydro-cyclopenta[b]pyrrole-3-carboxylic acid ethyl esterAusbeute 58 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Reaktionsbedingungen

Temperatur
110 °C

Versuchsvorschrift

A mixture of oxindole (44 mg, 0.33 mmol) and 2-methyl-6-oxo-1,4,5,6-tetrahydro-cyclopenta[b]pyrrole-3-carboxylic acid ethyl ester (Example A, 62 mg, 0.3 mmol) in DMF (5 mL)-piperidine (0.5 mL) was heated at 110° C. with stirring for 72 hours. Most of the solvent was removed under reduced pressure and the residue was diluted with ethanol. The resulted precipitate was collected by filtration, washed with ethanol and dried to give 56 mg (58%) of the titled compound as a yellow solid.

Aufarbeitung

  1. customMost of the solvent was removed under reduced pressure
  2. additionthe residue was diluted with ethanol
  3. filtrationThe resulted precipitate was collected by filtration
  4. washwashed with ethanol
  5. customdried

Quellen und Nachweise

ORD-Eintrag
ord-42764128e5c042eab751f33af6359458
Quelldatensatz
uspto-grants-2006_09
Patentnummer
US07105562B2

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