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

HRID 725053Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 725053
[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 g, 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). (mp. 245.3° C.).

Aufarbeitung

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

Quellen und Nachweise

ORD-Eintrag
ord-142af3454b854a20bc054dd0ed617f90
Quelldatensatz
uspto-grants-1998_01
Patentnummer
US05705519

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