Piperidine → HCID 69883696, Verbindung

HRID 2120195

Reaktionsgleichung

Reaktionsgleichung von HRID 2120195
[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]([C:7]2[CH:15]=[C:14]3[C:10]([CH2:11][C:12](=[O:16])[NH:13]3)=[CH:9][CH:8]=2)[CH:2]=1.[CH3:17][O:18][C:19]1[CH:26]=[CH:25][C:22]([CH:23]=O)=[CH:21][C:20]=1[C:27]1[S:28][CH:29]=[CH:30][CH:31]=1.N1CCCCC1>C(O)C.CCOCC>[CH3:17][O:18][C:19]1[CH:26]=[CH:25][C:22]([CH:23]=[C:11]2[C:10]3[C:14](=[CH:15][C:7]([C:3]4[CH:2]=[N:1][CH:6]=[CH:5][CH:4]=4)=[CH:8][CH:9]=3)[NH:13][C:12]2=[O:16])=[CH:21][C:20]=1[C:27]1[S:28][CH:29]=[CH:30][CH:31]=1

Komponenten

6

Edukt 3

HCID 8082PiperidineHCID 219155796-Pyridin-3-yl-1,3-dihydro-indol-2-oneHCID 219810244-Methoxy-3-(thiophen-2-yl)benzaldehyde

Produkt 1

HCID 69883696HCID 69883696, VerbindungAusbeute 15 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 702EthanolLösungsmittelHCID 3283Diethyl EtherLösungsmittel

Versuchsvorschrift

A mixture of 6-pyridin-3-yl-1,3-dihydro-indol-2-one (100 mg, 0.5 mmol), 4-methoxy-3-thiophen-2-yl-benzaldehyde (110 mg, 0.5 mmol) and piperidine (0.23 mL) in ethanol (4 mL) was heated to reflux and stirred overnight. The reaction mixture was then cooled and diluted with ether to afford a precipitate which removed by filtration. Thefiltrate was column chromatographed (eluant—isopropanol/dichloromethane) to give 30 mg (15%) of 3-(4-methoxy-3-thiophen-2-yl-benzylidene)-6-pyridin-3-yl-1,3-dihydroindol-2-one as a yellow solid.

Aufarbeitung

  1. temperaturewas heated
  2. temperatureto reflux
  3. temperatureThe reaction mixture was then cooled
  4. customto afford a precipitate which
  5. customremoved by filtration
  6. customThefiltrate was column chromatographed (eluant—isopropanol/dichloromethane)

Quellen und Nachweise

ORD-Eintrag
ord-109e72eee4dd4152a9a69a299f59271f
Quelldatensatz
uspto-grants-2004_02
Patentnummer
US06689806B1

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