Methyl iodide → 3-(benzyloxy)-5-methyl-N-(4-methylthiazol-2-yl)pyridin-2-amine hydrochloride

Participants

Reaction Steps

3-(Benzyloxy)-5-bromo-N-(4-methylthiazol-2-yl)pyridin-2-amine (prepared according to Example 1; 0.350 g, 0.930 mmol), MeLi (0.639 mL, 1.02 mmol), butyllithium (0.409 mL, 1.02 mmol), and iodomethane (0.165 g, 1.16 mmol) were reacted according to the method of Example 7 to provide 3-(benzyloxy)-5-methyl-N-(4-methylthiazol-2-yl)pyridin-2-amine hydrochloride (0.037 g, 12.8% yield). 1H NMR (DMSO-d6) δ 7.83 (s, 1H), 7.60 (m, 2H), 7.54 (s, 1H), 7.42 (m, 2H), 7.37 (m, 1H), 6.84 (s, 1H), 5.32 (s, 2H), 2.32 (s, 3H), 2.29 (s, 3H). Mass spectrum (apci) m/z=312.1 (M+H-HCl).

Provenance & Evidence