1-Naphthaleneethanamine → 5-{4-[(2-Naphthalen-1-ylethylamino)methyl]phenoxy}pyridine-2-carboxamide

Participants

Reaction Steps

Using a method similar to Example 405, a reaction of 5-(4-formylphenoxy)pyridine-2-carboxamide (Example 388, Part D) (0.0366 g, 0.151 mmol) and 2-naphthalen-1-ylethylamine (0.0285 g, 0.166 mmol) gives the title compound (0.0160 g, 26.7%): TOF MS ES+ 398.2 (M+H)+, HRMS calcd for C25H24N3O2 398.1869 (M+H)+, found 398.1855, time 0.39 min; TLC [silica gel 60 F254, 4% (2.0 M NH3 in methanol) in ethyl acetate] Rf=0.26.

Provenance & Evidence