o-Chlorothiophenol → 3-(benzyloxy)-5-(2-chlorophenylthio)-N-(4-methylthiazol-2-yl)pyridin-2-amine hydrochloride

Participants

Reaction Steps

3-(Benzyloxy)-5-bromo-N-(4-methylthiazol-2-yl)pyridin-2-amine (0.125 g, 0.332 mmol), 4,5-bis(diphenylphosphino)-9,9-dimethyl-9H-xanthene (0.0192 g, 0.0332 mmol), Pd2dba3 (0.0152 g, 0.0166 mmol), N-ethyl-N-isopropylpropan-2-amine (0.116 mL, 0.664 mmol), 2-chlorobenzenethiol (0.048 g, 0.3322 mmol) were reacted according to Example 42 to provide 3-(benzyloxy)-5-(2-chlorophenylthio)-N-(4-methylthiazol-2-yl)pyridin-2-amine hydrochloride (0.025 g, 17.10% yield) after salt formation. 1H NMR (DMSO-d6) δ 8.04 (d, 1H), 7.62 (d, 1H), 7.54 (m, 2H), 7.50 (m, 1H), 7.37 (m, 3H), 7.20 (m, 2H), 6.77 (s, 1H), 6.73 (m, 1H), 5.32 (s, 2H), 2.30 (s, 3H). Mass spectrum (apci) m/z=440.0 (M+H-HCl).

Provenance & Evidence