Triethylamine → HCID 52936702, compound

Participants

Reaction Conditions

Reaction Steps

4-iodobenzotrifluoride (150 μL, 1 mmol), 1-(4-(dimethylamino)phenyl)pent-1-en-4-yn-3-ol (242 mg, 1.2 mmol), bis(triphenylphosphine)palladium(II) dichloride (14 mg, 0.02 mmol), copper iodide (3 mg, 0.03 mmol) and triphenylphosphine (52 mg, 0.2 mmol) were introduced in a 10 mL microwave vial flushed with argon. This was diluted with anhydrous triethylamine (700 μL, 4 mmol) in anhydrous degased 1,4-dioxane (1.3 mL). The solution was heated under microwave irradiation at 120° C. for 45 min. The reaction mixture was poured into brine (20 mL), and this was extracted with dichloromethane (3×20 mL). The combined organic layers were dried over magnesium sulfate, filtered, and evaporated to dryness to give crude product which was purified by flash chromatography (SiO2, 30% ethyl acetate in dichloromethane). The resulting yellow solid was triturated in diethyl ether to give pure final compound TG009A94 as a bright orange powder (200 mg, 58%).

Provenance & Evidence