反应详情

温度

70 °C

Add bis(triphenylphosphine)palladium (II) dichloride (63.2 mg, 0.090 mmol), copper (I) iodide (34.3 mg, 0.180 mmol), and 5-ethynylnicotinonitrile (242 mg, 1.89 mmol), (prepared essentially as described in PREPARATION 4), to a solution of 1-chloro-2-iodobenzene (0.22 mL, 1.77 mmol) in triethylamine (3.60 mL, 25.8 mmol) and heat to 70° C. in a sealed tube for 1.5 h. Cool to room temperature and dilute with ethyl acetate. Wash with a saturated aqueous solution of sodium chloride, dry (sodium sulfate), filter and concentrate. Purify the residue by silica gel chromatography, eluting with a gradient from 95:5 to 80:20 (90:10 hexanes:ethyl acetate):dichloromethane, to give the title compound as a yellow solid. Further purify the title compound by recrystallizing from cyclohexane (20 mL) to give a white solid (95 mg, 22%).

1. custom(prepared essentially
2. temperatureCool to room temperature
3. washWash with a saturated aqueous solution of sodium chloride
4. dry with materialdry (sodium sulfate)
5. filtrationfilter
6. concentrationconcentrate
7. customPurify the residue by silica gel chromatography
8. washeluting with a gradient from 95:5 to 80:20 (90:10 hexanes:ethyl acetate)