反应详情

温度

100 °C

Pd(PPh3)2Cl2 (0.49 g, 0.70 mmol), CuI (0.08 g, 0.42 mmol) followed by triethylamine (7.8 mL, 56.0 mmol) is added to a solution of (2-oxo-1-prop-2-ynyl-pyrrolidin-3-(S)-yl)-carbamic acid benzyl ester (3.81 g, 13.9 mmol) and (3-iodo-pyridin-4-yl)-carbamic acid tert-butyl ester (4.48 g, 14.0 mmol) in DMF (50 mL) at room temperature. The mixture is heated to 100° C. and stirred for 1.5 h. The reaction mixture is then cooled to 50° C. and DBU (4.2 mL, 28.1 mmol) is added. After 30 min the solution is cooled to room temperature, diluted with ethyl acetate and washed with saturated ammonium chloride, water and brine. The organic layer is dried over MgSO4, filtered and concentrated to dryness in vacuo. The resulting solid is purified by column chromatography eluting with a gradient of 2% MeOH/CH2Cl2 to 5% MeOH/CH2Cl2 to give the product (4.79 g, 10.3 mmol) as a white solid.

1. temperatureThe reaction mixture is then cooled to 50° C.
2. temperatureAfter 30 min the solution is cooled to room temperature
3. washwashed with saturated ammonium chloride, water and brine
4. dry with materialThe organic layer is dried over MgSO4
5. filtrationfiltered
6. concentrationconcentrated to dryness in vacuo
7. customThe resulting solid is purified by column chromatography
8. washeluting with a gradient of 2% MeOH/CH2Cl2 to 5% MeOH/CH2Cl2