Diisopropylethylamine → HCID 58397871, compound

Participants

Reaction Conditions

Reaction Steps

A solution of N-(3,3-difluoropiperidin-4-yl)-8-(2,3,4-trifluorophenyl)-[1,2,4]triazolo[1,5-a]pyridin-2-amine (see example 275b, 75 mg, 196 μmol), 2-bromo-5-methyl-1,3,4-oxadiazole (41.5 mg, 254 μmol) and diisopropylethylamine (50.6 mg, 68.3 μL, 391 μmol) dissolved in dry dioxane (4 mL) was stirred at 110° C. for 3 hours. Further diisopropylethylamine (50.6 mg, 68.3 μL, 391 μmol) and 2-bromo-5-methyl-1,3,4-oxadiazole (41.5 mg, 254 μmol) were added and heated to 110° C. for 12 hours. The solvent was evaporated and the residue was purified by flash chromatography (silica gel, 70 g, 0% to 15% MeOH/NH4OH (9:1) in dichloromethane). The title compound was as white foam (36 mg, 40%).

Provenance & Evidence