反应详情

温度

100 °C

A mixture of (4-iodo-pyridin-3-yl)-carbamic acid tert-butyl ester (0.85 g, 2.65 mmol), 6-chlorobenzo[b]thiophene-2-sulfonic acid (2-oxo-1-prop-2-ynyl-pyrrolidin-3-(S)-yl)-amide (0.98 g, 2.65 mmol), Pd(PPh3)2Cl2 (95 mg), copper iodide (18 mg) and triethylamine (1.45 mL) in 8 ml of DMF is heated at 100° C. for 1.5 hours. The reaction mixture is cooled to 50° C. and DBU is added. The resulting mixture is heated at 50° C. for 1.5 hours. After cooling, the crude mixture is diluted with EtOAc and washed with saturated NH4Cl solution, water and saturated NaCl. The organic layer is dried over MgSO4, filtered and concentrated. The crude product is purified by column chromatography eluting with a gradient of 1% MeOH/CH2Cl2 to 4% MeOH/CH2Cl2 to afford the title compound (0.73 g, 1.3 mmol) as a tan solid.

1. temperatureThe reaction mixture is cooled to 50° C.
2. temperatureThe resulting mixture is heated at 50° C. for 1.5 hours
3. temperatureAfter cooling
4. washwashed with saturated NH4Cl solution, water and saturated NaCl
5. dry with materialThe organic layer is dried over MgSO4
6. filtrationfiltered
7. concentrationconcentrated
8. customThe crude product is purified by column chromatography
9. washeluting with a gradient of 1% MeOH/CH2Cl2 to 4% MeOH/CH2Cl2