反应详情

To a solution of 3,4-diamino-6-(4-ethoxy-3-trifluoromethyl-phenyl)-pyridine-2-carbonitrile (1.86 g, 5.78 mmol) and 2-chloro-1,1,1-triethoxyethane (3.41 g, 17.3 mmol) in acetonitrile (40 ml) was added ytterbium triflate (180 mg, 5 mol %) and the mixture heated to reflux overnight. The mixture was concentrated under reduced pressure before partitioning between ethyl acetate and water. The organic layer was dried over sodium sulfate and concentrated before addition of diethylether. The precipitate was filtered and dried under a stream of air to afford 6-(4-ethoxy-3-trifluoromethyl-phenyl)-2-(chloromethyl)-1H-imidazo[4,5,c]pyridine-4-carbonitrile (1.2 g). 1H NMR (DMSO): δ 8.42 (s, 1H) 8.38 (d, 1H) 8.34 (s, 1H) 7.40 (d, 1H) 5.05 (s, 2H) 4.26 (q, 2H) 1.38 (t, 3H). MS m/z 381.1 (M+1)

1. temperaturethe mixture heated
2. temperatureto reflux overnight
3. concentrationThe mixture was concentrated under reduced pressure
4. custombefore partitioning between ethyl acetate and water
5. dry with materialThe organic layer was dried over sodium sulfate
6. concentrationconcentrated before addition of diethylether
7. filtrationThe precipitate was filtered
8. customdried under a stream of air