Sodium Bicarbonate → HCID 23035477, compound

Participants

Reaction Conditions

Reaction Steps

3-[3-(Piperidinomethyl)phenoxy]propylamine (9.93 g) and 2-chloro-4-ethoxyquinoline (4.15 g) were heated, with stirring, at 160° C. for 41/4 hours. The reaction mixture was cooled to give a glass which was dissolved in dilute HCl to give a solution having a pH of 6. This solution was washed with diethyl ether (2×), taken to pH 5 and extracted continuously into chloroform. The chloroform extract was evaporated under reduced pressure to give a residue which was dissolved in water, taken to pH 9 with aqueous NaHCO3, and extracted into diethylether (7×) and chloroform (2×). These extracts were dried (MgSO4) and evaporated to give 2-[3-[3-(piperidinomethyl)phenoxy]propylamino]-4-ethoxyquinoline as an oil (7.92 g). This was dissolved in hot ethanol and treated with maleic acid in ethanol to give the dimaleate salt (7.53 g), m.p. 145.5°-147.5° C. (recrystallised from ethanol).

Provenance & Evidence