HCID 10442179, Verbindung → HCID 9951324, Verbindung

HRID 1532625Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1532625
[CH2:1]([N:5]1[C:13]2[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=2)[CH:7]=[CH:6]1)[CH:2]1[O:4][CH2:3]1.[NH:14]1[CH:19]=[CH:18][CH:17]([C:20]2[C:28]3[C:23](=[CH:24][CH:25]=[CH:26][CH:27]=3)[NH:22][CH:21]=2)[CH2:16][CH2:15]1>>[N:5]1([CH2:1][CH:2]([OH:4])[CH2:3][N:14]2[CH2:15][CH:16]=[C:17]([C:20]3[C:28]4[C:23](=[CH:24][CH:25]=[CH:26][CH:27]=4)[NH:22][CH:21]=3)[CH2:18][CH2:19]2)[C:13]2[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=2)[CH:7]=[CH:6]1

Komponenten

3

Edukt 2

HCID 10442179HCID 10442179, VerbindungHCID 21184334HCID 21184334, Verbindung

Produkt 1

HCID 9951324HCID 9951324, VerbindungAusbeute 47,6 %

Versuchsvorschrift

A methanolic solution of 1-N-glycidylindole (0.52 g, 3.0 mmole) from example 4 and 3-(4-tetrahydropyridinyl)indole (0.59 g, 3.0 mmole) was refluxed under nitrogen for 24 hours. The reaction mixture was concentrated in vacuo and the product purified by flash silica gel chromatography (ethyl acetate) to afford the titled compound as a yellow colored solid (0.53 g, 47% yield). Treatment with a 0.25M ethanolic solution of fumaric acid (0.5 equivalents) gave the required product as a yellow colored solid. The product was recrystallized from ethanol.

Aufarbeitung

  1. concentrationThe reaction mixture was concentrated in vacuo
  2. customthe product purified by flash silica gel chromatography (ethyl acetate)

Quellen und Nachweise

ORD-Eintrag
ord-cb44ea4541114734aba5d92400839ba4
Quelldatensatz
uspto-grants-2001_03
Patentnummer
US06204274B1

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