2-Bromopyridine → N1-(Phenylmethyl)-N2-2-pyridinyl-1,2-ethanediamine

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Reaction Steps

2-Bromopyridine (6.1 mL, 64 mmol) was added to N-(phenylmethyl)-1,2-ethanediamine (50 ml, 322 mmol) and the mixture was heated at 130–140° C. for 2 hours. The mixture was cooled, diluted with ethyl acetate (500 mL), washed with water (3×150 mL), dried (MgSO4) and the solvent was evaporated under reduced pressure. The residue was purified by flash column chromatography on silica gel, eluting with CH2Cl2/MeOH/NH3(Aq.) (90:8:1), to give the title compound as a yellow oil (5.7 g, 40%). m/z (ES+) 228 (M+1).

Provenance & Evidence