Piperidine → 4-[(1-Methyl-4-phenylindol-3-yl)methylene]-3-pyridino[3,4-e]pyridin-2-yl-2-pyrazolin-5-one

HRID 1281746

Reaktionsgleichung

Reaktionsgleichung von HRID 1281746
[N:1]1[CH:5]=[CH:4][C:3](=[O:6])[N:2]=1.C1O[C:17]2[CH:16]=[C:15]3[C:11]([C:12]([CH:20]=O)=[CH:13][N:14]3[CH3:19])=[CH:10][C:9]=2O1.[NH:22]1[CH2:27][CH2:26][CH2:25][CH2:24][CH2:23]1>C(O)C>[CH3:19][N:14]1[C:15]2[C:11](=[C:10]([C:9]3[CH:10]=[CH:11][CH:15]=[CH:16][CH:17]=3)[CH:9]=[CH:17][CH:16]=2)[C:12]([CH:20]=[C:4]2[C:3](=[O:6])[NH:2][N:1]=[C:5]2[C:23]2[CH:24]=[CH:25][C:26]3[CH:19]=[N:14][CH:13]=[CH:12][C:27]=3[N:22]=2)=[CH:13]1

Komponenten

5

Edukt 3

HCID 8082PiperidineHCID 11513733PyrazoloneHCID 226053715,6-Methylenedioxy-1-methyl-indole-3-carboxaldehyde

Produkt 1

HCID 699194744-[(1-Methyl-4-phenylindol-3-yl)methylene]-3-pyridino[3,4-e]pyridin-2-yl-2-pyrazolin-5-oneAusbeute 59 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Reaktionsbedingungen

Temperatur
87.5 °C

Versuchsvorschrift

A mixture of the above pyrazolone, (VIk) (10 mg, 0.047 mmol), 5,6-methylenedioxy-1-methyl-indole-3-carboxaldehyde (11 mg, 0.054 mmol) in 1 mL of absolute ethanol along with a drop of piperidine was kept under stirring at 85-90° C. A solid separated. After 2 h the mixture was cooled to room temperature and the solid was filtered, washed with ethanol and dried to isolate the product (11 mg, 59% yield). MS: 398 (M+H).

Aufarbeitung

  1. customA solid separated
  2. temperatureAfter 2 h the mixture was cooled to room temperature
  3. filtrationthe solid was filtered
  4. washwashed with ethanol
  5. customdried

Quellen und Nachweise

ORD-Eintrag
ord-c1b96b907ba44ef68f1cd2c95ace8609
Quelldatensatz
uspto-grants-2002_09
Patentnummer
US06455525B1

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