Ethylamine → 8-(1-Azabicyclo[2.2.2]oct-3-yl)-2-methyl-3,6-dihydroimidazo[4,5-e]indole

HRID 1179430Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1179430
[CH2:1]([NH2:3])[CH3:2].[N:4]12[CH2:11][CH2:10][CH:7]([CH2:8][CH2:9]1)[CH:6]([C:12]1[C:20]3[C:15](=[CH:16][CH:17]=[C:18]([NH2:21])[CH:19]=3)[NH:14][CH:13]=1)[CH2:5]2>CN(C)C=O.O=[Mn]=O>[N:4]12[CH2:9][CH2:8][CH:7]([CH2:10][CH2:11]1)[CH:6]([C:12]1[C:20]3[C:15](=[CH:16][CH:17]=[C:18]4[NH:21][C:1]([CH3:2])=[N:3][C:19]4=3)[NH:14][CH:13]=1)[CH2:5]2

Komponenten

5

Edukt 2

HCID 6341EthylamineHCID 98162073-(1-azabicyclo[2.2.2]oct-3-yl)-1H-indol-5-ylamine

Produkt 1

HCID 114488658-(1-Azabicyclo[2.2.2]oct-3-yl)-2-methyl-3,6-dihydroimidazo[4,5-e]indole

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 14801Manganese dioxideKatalysatorHCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

2 mmol of ethylamine and 10 mmol of MnO2 are added to a solution of 1 mmol of 3-(1-azabicyclo[2.2.2]oct-3-yl)-1H-indol-5-ylamine in 20 ml of dimethylformamide (DMF), and the mixture is stirred at room temperature for 12 hours. The suspension is filtered through Celite and washed with DMF. After the solvent has been distilled, the mixture is subjected to conventional work-up, giving 8-(1-azabicyclo[2.2.2]oct-3-yl)-2-methyl-3,6-dihydroimidazo[4,5-e]indole; ESI 281.

Aufarbeitung

  1. filtrationThe suspension is filtered through Celite
  2. washwashed with DMF
  3. distillationAfter the solvent has been distilled

Quellen und Nachweise

ORD-Eintrag
ord-391542ffb6cf467dadec0eb768da4dd3
Quelldatensatz
uspto-grants-2007_10
Patentnummer
US07279496B2

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