Hexachloroethane → 3-(benzyloxy)-5-chloro-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; 0.225 g, 0.598 mmol), MeLi (0.467 mL, 0.747 mmol), butyllithium (0.299 mL, 0.747 mmol), and perchloroethane (0.991 g, 4.19 mmol) were reacted according to the method of Example 7 to provide 3-(benzyloxy)-5-chloro-N-(4-methylthiazol-2-yl)pyridin-2-amine hydrochloride (0.060 g, 30.2% yield). 1H NMR (CDCl3) δ 12.43 (bs, 1H), 7.91 (d, 1H), 7.59 (m, 2H), 7.41 (m, 2H), 7.33 (m, 1H), 7.20 (d, 1H), 6.41 (s, 1H), 5.36 (s, 2H), 2.47 (s, 3H). Mass spectrum (apci) m/z=332.1 (M+H-HCl).

Provenance & Evidence