Cesium carbonate → N-(2-bromo-6-((4-(trifluoromethyl)pyridin-2-yl)amino)pyridin-4-yl)acetamide

Participants

Reaction Conditions

Reaction Steps

A microwave tube was charged with a stir bar, N-(2,6-dibromopyridin-4-yl)acetamide (0.95 g, 3.23 mmol), 2-Amino-4-(trifluoromethyl)pyridine (0.576 g, 3.56 mmol), Pd(OAc)2 (0.073 g, 0.323 mmol), Xantphos (0.281 g, 0.485 mmol), and Cs2CO3 (2.106 g, 6.46 mmol). The mixture was vacuum-purged with argon 3 times, then degassed dioxane (6.46 mL) was added. The reaction was sealed and heated to 100° C. for 3 hours, after which time the reaction was cooled to rt, diluted with MeOH (10 mL) and concentrated under reduced pressure. The product was purified by silica gel chromatography using a gradient solvent system of 0-100% EtOAc/Hexanes. The product containing fractions were collected and concentrated to give N-(2-bromo-6-((4-(trifluoromethyl)pyridin-2-yl)amino)pyridin-4-yl)acetamide (605 mg, 50%) as a white solid. MS ESI calcd for C13H10BrF3N4O [M+H]+ 375, found 375.

Provenance & Evidence