1,3-Propanediamine → N-(3-aminopropyl)pyridin-2-amine

Participants

Reaction Steps

To a stirring solution of 2-fluoropyridine in pyridine (0.5 M) was added 1,3-propanediamine (5 eq), and the solution was refluxed overnight. The solution was then concentrated in vacuo and the residue was partitioned between ethyl acetate and 10% sodium carbonate. The phases were separated, and the organic phase was washed with brine, dried over magnesium sulfate, filtered and concentrated in vacuo. The residue was chromatographed (silica; 10:1:1 EtOH/NH4OH/H2O) to afford a viscous pale yellow oil. EI-MS m/z 152 (M+H)+

Provenance & Evidence