Hydrochloric Acid → 3-(benzyloxy)-5-(1-methyl-1H-imidazol-2-ylthio)-N-(4-methylthiazol-2-yl)pyridin-2-amine dihydrochloride

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), 1-methyl-1H-imidazole-2-thiol (0.0379 g, 0.332 mmol) were reacted according to Example 42 to provide 3-(benzyloxy)-5-(1-methyl-1H-imidazol-2-ylthio)-N-(4-methylthiazol-2-yl)pyridin-2-amine dihydrochloride (0.0786 g, 49.0% yield) after HCl salt formation. 1H NMR (DMSO-d6) δ 8.16 (d, 1H), 7.81 (d, 1H), 7.78 (s, 1H), 7.73 (d, 1H), 7.53 (d, 2H), 7.41-7.34 (m, 3H), 6.74 (s, 1H), 5.31 (s, 2H), 3.85 (s, 3H), 2.46 (s, 3H). Mass spectrum (apci) m/z=410.0 (M+H-2HCl).

Provenance & Evidence