Ethylenediamine → Tert-butyl 6-[(2-aminoethyl)amino]pyridine-3-carboxylate

Participants

Reaction Steps

The tert-butyl 6-chloropyridine-3-carboxylate was heated with ethylenediamine (20 mL) at 80° C. overnight. The solvent was removed in vacuo. The residue was partitioned between dichloromethane and 2.5 M aqueous sodium hydroxide solution. The aqueous layer was extracted a further three times with dichloromethane. The combined organic layers were washed with water, dried and concentrated in vacuo to give tert-butyl 6-[(2-aminoethyl)amino]pyridine-3-carboxylate. NMR (300 MHz, CDCl3): 8.70 (s, 1H), 7.95 (d, 1H), 6.40 (d, 1H), 3.42 (m, 2H), 2.96 (m, 2H), 1.70 (s, 9H)

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