1,2-Dichloroethane → 5-{2-[4-(1H-Indol-7-ylmethyl)piperazin-1-yl]ethoxy}-2-methylquinoline

Participants

Reaction Conditions

Reaction Steps

A mixture of 2-methyl-5-(2-piperazin-1-ylethoxy)quinoline (0.04 g, 0.15 mmol) and indole-7-carboxyaldehyde (0.023 g, 0.15 mmol) in 1,2-dichloroethane (2.5 mL) was treated with sodium triacetoxyborohydride (50 mg, 0.24 mmol) and stirred at 20° C. under an atmosphere of argon for 24 h. The mixture was then treated with saturated aqueous NaHCO3 (20 mL) and the organic layer separated and purified directly by chromatography on silica (ethyl acetate to 10% methanol/ethyl acetate), to afford the title compound (0.042 g, 71%) as a solid.

Provenance & Evidence