(2-Chloro-6-isopropyl-3-nitro-pyridin-4-yl)-ethyl-amine → N4-ethyl-6-isopropyl-pyridine-3,4-diamine hydrochloride

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Reaction Steps

A solution of (2-chloro-6-isopropyl-3-nitro-pyridin-4-yl)-ethyl-amine (0.56 g, 2.30 mmol) in MeOH (20 mL) containing 10% Pd/c (˜50 mg) is stirred under and atmosphere of H2 for 3.5 h. The reaction mixture is then filtered through a pad of Celite using MeOH. The filtrate is concentrated in vacuo. Toluene is added to the residue and then removed in vacuo. This is repeated once more, yielding N4-ethyl-6-isopropyl-pyridine-3,4-diamine hydrochloride as a dark solid. 1H NMR (CD3OD, 400 MHz) δ 7.46 (s, 1H), 6.60 (s, 1H), 3.43 (q, J=7.4 Hz, 2H), 3.03 (sept, J=6.8 Hz, 1H), 1.35 (t, J=7.4 Hz, 3H), 1.33 (d, J=6.8 Hz, 6H) ppm.

Provenance & Evidence