Water → 3-(1-methyl-1,2,3,6-tetrahydropyridin-4-yl)-1H-indole-5-carbonitrile

HRID 128964

Reaktionsgleichung

Reaktionsgleichung von HRID 128964
[C:1]([C:3]1[CH:4]=[C:5]2[C:9](=[CH:10][CH:11]=1)[NH:8][CH:7]=[CH:6]2)#[N:2].[OH-].[K+].[CH3:14][N:15]1[CH2:20][CH2:19][C:18](=O)[CH2:17][CH2:16]1.O>CO>[CH3:14][N:15]1[CH2:16][CH:17]=[C:18]([C:6]2[C:5]3[C:9](=[CH:10][CH:11]=[C:3]([C:1]#[N:2])[CH:4]=3)[NH:8][CH:7]=2)[CH2:19][CH2:20]1

Komponenten

6

Edukt 4

HCID 962WaterHCID 14797Potassium HydroxideHCID 27513Indole-5-carbonitrileHCID 740491-Methyl-4-piperidone

Produkt 1

HCID 149732163-(1-methyl-1,2,3,6-tetrahydropyridin-4-yl)-1H-indole-5-carbonitrileAusbeute 97,6 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

5-Cyanoindole (Aldrich, 20.0 g) was added to a solution of KOH (22.4 g) in methanol (200 ml). N-Methyl-4-piperidone (Aldrich, 40.4 g) was then added dropwise and the resulting mixture refluxed for 4 hours, then cooled and poured into water. The resulting precipitate was filtered off and dried to give the desired product as a pale pink crystalline solid (32.6 g).

Aufarbeitung

  1. temperaturethe resulting mixture refluxed for 4 hours
  2. temperaturecooled
  3. filtrationThe resulting precipitate was filtered off
  4. customdried

Quellen und Nachweise

ORD-Eintrag
ord-928466b98a0c49e2bfc4209e9e3c633b
Quelldatensatz
uspto-grants-1995_11
Patentnummer
US05466699

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