Ammonia → 1-(1-Methyl-1H-indol-4-yl)ethan-1-amine

HRID 460152Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 460152
[N:1]1C=CC=C(C(N)C)C=1.[CH3:10][N:11]1[C:19]2[C:14](=[C:15]([C:20](=O)[CH3:21])[CH:16]=[CH:17][CH:18]=2)[CH:13]=[CH:12]1.N.CO.C([BH3-])#N.[Na+]>C(O)(=O)C>[CH3:10][N:11]1[C:19]2[C:14](=[C:15]([CH:20]([NH2:1])[CH3:21])[CH:16]=[CH:17][CH:18]=2)[CH:13]=[CH:12]1

Komponenten

7

Edukt 5

HCID 222AmmoniaHCID 887MethanolHCID 27716881-(Pyridin-3-yl)ethan-1-amineHCID 5003444Sodium cyanoborohydrideHCID 149872881-(1-Methyl-1H-indol-4-yl)ethanone

Produkt 1

HCID 208032231-(1-Methyl-1H-indol-4-yl)ethan-1-amineAusbeute 48 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 176Acetic AcidLösungsmittel

Versuchsvorschrift

The title compound was prepared by the same procedure for preparing 1-pyridin-3-yl-ethylamine from 1-(1-methyl-1H-indol-4-yl)-ethanone (1.75 g, 10 mmol), 2 M ammonia solution in methyl alcohol (25 mL, 50 mmol, Aldrich), acetic acid (15 mL, J. T. Baker) and sodium cyanoborohydride (2.5 g, 40 mmol, Aldrich). The title compound was purified by column chromatography (silica gel, 2 M ammonia solution in methyl alcohol/ethyl acetate 1/10) in form as light yellow oil in 48% yield (0.83 g, 4.8 mmol).

Aufarbeitung

  1. customThe title compound was purified by column chromatography (silica gel, 2 M ammonia solution in methyl alcohol/ethyl acetate 1/10) in form as light yellow oil in 48% yield (0.83 g, 4.8 mmol)

Quellen und Nachweise

ORD-Eintrag
ord-69d63a88b7634aa5ad6c0add816cb250
Quelldatensatz
uspto-grants-2007_03
Patentnummer
US07196102B2

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