5-Methyltryptamine hydrochloride → (+/-) 6-methyl-1-(1-(2-methoxynaphthalenyl)methyl)-1,2,3,4-tetrahydro-9H-pyrido[3,4-b]indole hydrochloride

HRID 1463451Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1463451
[ClH:1].[CH3:2][C:3]1[CH:14]=[C:13]2[C:6]([NH:7][CH:8]=[C:9]2[CH2:10][CH2:11][NH2:12])=[CH:5][CH:4]=1.[CH3:15][O:16][C:17]1[CH:26]=[CH:25][C:24]2[C:19](=[CH:20][CH:21]=[CH:22][CH:23]=2)[C:18]=1[CH2:27][CH:28]=O>C(O)C>[ClH:1].[CH3:2][C:3]1[CH:14]=[C:13]2[C:6](=[CH:5][CH:4]=1)[NH:7][C:8]1[CH:28]([CH2:27][C:18]3[C:19]4[C:24](=[CH:23][CH:22]=[CH:21][CH:20]=4)[CH:25]=[CH:26][C:17]=3[O:16][CH3:15])[NH:12][CH2:11][CH2:10][C:9]2=1

Komponenten

4

Edukt 2

HCID 69171455-Methyltryptamine hydrochlorideHCID 544795532-(2-Methoxynaphthalen-1-yl)acetaldehyde

Produkt 1

HCID 18933134(+/-) 6-methyl-1-(1-(2-methoxynaphthalenyl)methyl)-1,2,3,4-tetrahydro-9H-pyrido[3,4-b]indole hydrochloride

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

To a stirred solution of 5-methyltryptamine hydrochloride (947 mg, 4.49 mmol) in 20 mL of ethyl alcohol was added (2-methoxy-1-naphthyl)-acetaldehyde (1.0, 4.99 mmol). The solution was heated to reflux under nitrogen atmosphere for 40 hours. The reaction mixture was cooled to ambient temperature and the crude product isolated by filtration. Recrystallization from ethyl alcohol/2-butanone afforded product as a pale solid (705 mg).

Aufarbeitung

  1. temperatureThe solution was heated
  2. temperatureto reflux under nitrogen atmosphere for 40 hours

Quellen und Nachweise

ORD-Eintrag
ord-b7b40d12b93844bdbd9518363017e917
Quelldatensatz
uspto-grants-1994_04
Patentnummer
US05300645

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