Dimethyl Sulfoxide → 1-ethyl-6-bromo-N-(cyclohexylmethyl)-1H-pyrazolo[3,4-b]quinolin-4-amine

Participants

Reaction Conditions

Reaction Steps

A mixture of 1-ethyl-4-chloro-6-bromo-1H-pyrazolo[3,4-b]quinoline (6.5 g, 0.021 mol), cyclohexanemethylamine (5.46 g, 0.042 mol) and DMSO (20 ml) is heated at 110° C. overnight. The reaction mixture is cooled, poured into water and basified with NH4OH. The mixture is extracted with CH2Cl2 (2×100 ml), and the combined CH2Cl2 extracts are washed with brine, then evaporated to about 20 ml. The solution is purified by column chromatography on silica gel eluting with ethyl acetate to afford 8.0 g (98.8%) of 1-ethyl-6-bromo-N-(cyclohexylmethyl)-1H-pyrazolo[3,4-b]quinolin-4-amine, m.p. 158°-160° C.

Provenance & Evidence