2-Bromo-3-(trifluoromethyl)pyridine → HCID 71563079, compound

Participants

Reaction Conditions

Reaction Steps

To the solution in which 2-ethynylquinoline (50 mg, 0.33 mmol) was dissolved in triethylamine (0.4 mL), PdCl2(PPh3)2 (12 mg, 0.02 mmol), CuI (6 mg, 0.03 mmol), and 2-bromo-3-trifluoromethylpyridine (110 mg, 0.5 mmol) were added, followed by stirring at 85° C. for 3 hr. The completion of the reaction was confirmed by TLC (EtOAc/Hexane=1:1). The reactant was cooled down to room temperature and filtered through Celite. The thus obtained filtrate was extracted with EtOAc (3×10 mL), to thereby obtain an organic layer. The organic layer was washed with a saturated aqueous solution of NaCl. The organic layer was then dried over anhydrous MgSO4, concentrated under reduced pressure, and purified by column chromatography (EtOAc/hexane=1:1), to thereby obtain 2-((3-(trifluoromethyl)pyridine-2-yl)ethynyl)quinoline (48 mg, 49%) as a brown solid.

Provenance & Evidence