4-Pyridinecarboxaldehyde → HCID 20225050, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 1-[1-(3-chloro-4-methylphenyl)cyclobutyl]butylamine (2.5 g) [see Example 10(k) of British Patent Specification No. 2098602A] and 4-pyridinecarboxaldehyde (1.5 ml) was stirred and heated at 130° C. for 18 hours. The mixture was dissolved in ethanol (50 ml) and the solution added to a solution of sodium borohydride (2.5 g) in ethanol (120 ml) and heated under reflux for 2 hours. Excess ethanol was removed by evaporation and the mixture acidified, basified and extracted into ether. Hydrogen chloride gas was passed through the dried extract to give an oil which was triturated with acetone to give N-(4-pyridylmethyl)-1-[1-(3-chloro-4-methylphenyl)cyclobutyl]butylamine dihydrochloride (m.p. 203°-206° C.).

Provenance & Evidence