Hydrochloric Acid → 5-[3-(Dimethylamino)propylamino]-1,3-dihydropyrrolo[4,3,2-de]isoquinoline

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Reaction Steps

A mixture of 5-ethoxy-1,3-dihydropyrrolo[4,3,2-de]isoquinoline (5 g, 25 mmoles), described in Example 5, ethanol (50 ml), 3-(dimethylamino)propylamine (2.7 g, 26.4 mmoles) and conc. HCl (12.5 ml, 29 mmoles) in 50 ml of ethanol is heated at reflux for 7 hours. Some ethanol is removed by distillation, then ether and saturated HCl in ethanol (2 ml) is added. The precipitate is collected. Recrystallization for ethanol-ethyl acetate (a small amount of HCl in ethanol being added) gives the hydrochloride salt of the title compound, mp 289° - 290°C.

Provenance & Evidence