General procedure for the synthesis of 3-amino-6-isopropylpyridine from 2-isopropyl-5-nitropyridine: 2-isopropyl-5-nitropyridine (1.30 g, 7.82 mmol) was dissolved in methanol (20 mL) and Raney Ni catalyst (0.25 g) was added. The reaction mixture was stirred for 2 hours at room temperature under hydrogen (1 atm) atmosphere. Upon completion of the reaction, the catalyst was removed by filtration and the filtrate was concentrated under reduced pressure to afford 2-isopropyl-5-aminopyridine (E-9) (0.55 g, 52% yield). The product was characterized by 1H NMR (CDCl3): δ 8.05 (s, 1H), 6.93-6.99 (m, 2H), 3.47 (br s, 2H), 2.92-3.02 (m, 1H), 1.24-1.26 (m, 6H).ESI-MS showed the molecular ion peak at 137.2 m/z (MH+).
