Tris(1,1-dimethylethyl)phosphine → HCID 57094554, compound

Participants

Reaction Conditions

Reaction Steps

To a mixture of the 6-bromo-1-((N,N-dimethylamino)ethyl)-1H-indole (54 mg, 0.2 mmol), 3-aminopyrrolidine (6 equiv.) and sodium t-butoxide (1.4 equiv.) in xylene was added palladium acetate and P(t-Bu)3 (P/Pd=4). The mixture was heated at 120° C. overnight. The reaction was then poured into ice-cold water followed by extraction with ethyl acetate (2×50 mL). The combined organic extracts were washed with brine, and dried over Na2SO4 (anhydrous). The organic layer was concentrated in vacuo and purified by flash column chromatography yielding 6-[3-Aminopyrrolidin-1-yl]-1-((N,N-dimethylamino)ethyl)-1H-indole: (43 mg of a yellow oil, 80%).

Provenance & Evidence