4-Benzyloxy-phenylboronic acid → 6-{2-[6-(4-Benzyloxy-phenyl)-3H-imidazo[4,5-b]pyridin-2-yl]-ethyl}-4-methyl-pyridin-2-ylamine

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Reaction Steps

The title compound is synthesized according to General Procedure A. 100 mg of 2-[2-(2-amino-4-methylpyridin-6-yl)ethyl]-6-bromo-3H-imidazo[4,5-b]pyridine in 5.0 ml dioxane, 903 μl Na2CO3 solution, 78 mg of 4-benzoxyphenylboronic acid, 13 mg of PdCl2(PCy3)2, 110° C. for 70 h, 20 ml of CH2Cl2/H2O, 120 mg of crude title compound is purified by recrystallization from 5.0 ml isopropyl alcohol to yield 57 mg of the pure title compound as colorless solid. M.p. 225° C. ESI-MS: 436.3 (MH+). TLC: Rf=0.35 (dichloromethane/methanol 10:1).

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