Water → HCID 66599228, compound

Participants

Reaction Steps

7-{[2-Chloro-3-(trifluoromethyl)phenyl]carbonyl}-5,6,7,8-tetrahydro[1,2,4]triazolo[4,3-a]pyrazine (0.160 g, 0.484 mmol, e.g. see Example 3 for method of preparation), 3-bromopyridine (0.084 g, 0.532 mmol, commercially available e.g. from Sigma-Aldrich or Ryan Scientific), palladium(II) acetate (0.011 g, 0.048 mmol) and cesium carbonate (0.159 g, 0.489 mmol) in anhydrous 1,4-dioxane (2.5 mL) were heated, under argon, at 90° C. for 18 hours. The mixture was cooled, water added and extracted with ethyl acetate (three times). The combined organic phases were washed with water (twice), dried and evaporated. The residue was purified on the mass-directed automated (preparative) HPLC (MDAP) to give 7-{[2-chloro-3-(trifluoromethyl)phenyl]carbonyl}-3-(3-pyridinyl)-5,6,7,8-tetrahydro[1,2,4]triazolo[4,3-a]pyrazine (0.015 g).

Provenance & Evidence