6953-35-1Relevant articles and documents
A simple synthesis of 5-amino-3-(2-dimethylaminoethyl)indole [5-amino-N,N-dimethyltryptamine]
Macor,Post,Ryan
, p. 65 - 72 (1993)
A short (three step) synthesis of 5-amino-3-(2-dimethylaminoethyl)indole [5-amino-N,N-dimethyltryptamine, 4] from commercially available starting materials is presented. Reaction of 5-nitroindole with oxalyl chloride followed by dimethylamine afforded N,N-dimethyl 5-nitroindole-3-glyoxamide (1), which was reduced by diborane to 5-nitro-3-(2-dimethylaminoethyl)indole (3). Catalytic reduction of (3) afforded the title compound in 19% overall yield from 5-nitroindole.
Facile synthesis of biologically important indole based quinoxalines
Kamila, Sukanta,Ankati, Haribabu,Biehl, Edward R.
experimental part, p. 94 - 104 (2011/09/12)
Condensation of 1,2-phenylenediamine with a variety of indole based aldehydes, prepared from the corresponding acid chloride in presence of HSnBu3, furnishes (1H-indol-3-yl)quinoxalines. In addition, 1,2-phenylenediamines substituted with a strong electron-withdrawing group at the para position, provides 6-substituted (1H-indol-3-yl)quinoxalines. Several biologically important quinoxalines were prepared in the same way. The yields are good to excellent in all cases. However, 1,2-phenylenediamine substituted with the weakly electron-donating methyl group, gives an inseparable mixture of 6-methyl and 7-methyl isomers of (1H-indol-3-yl)quinoxaline. All the compounds were characterized by 1H NMR, 13C NMR and IR spectroscopy. ARKAT USA, Inc.
Synthesis of 4-, 5-, 6-, and 7-azidotryptamines
Friedrich, Anne,Br?se, Stefan,O'Connor, Sarah E.
supporting information; body text, p. 75 - 76 (2009/04/14)
Synthesis of azidotryptamines from commercially available nitroindoles via the corresponding amino tryptamines in good overall yields (15-38%) is presented.