反应详情

温度

65 °C

To a solution of 2-bromo-5-tosyl-5H-pyrrolo[2,3-b]pyrazine (5.00 g, 14.2 mmol) in DMF (64 mL) were added dichlorobis(triphenylphosphine)palladium (0.60 g, 0.86 mmol), TEA (5.9 mL, 43 mmol), and MeOH (17 mL, 420 mmol). The reaction flask was fitted with a balloon filled with carbon monoxide. The flask was evacuated and back-filled with carbon monoxide twice and the mixture was heated at about 65° C. for about 3 h. Additional dichlorobis(triphenylphosphine) palladium (0.60 g, 0.86 mmol) was added and the flask was re-evacuated and back-filled with carbon monoxide twice. The reaction mixture was heated at about 95° C. for about 16 h under an atmosphere of carbon monoxide. The mixture was cooled to room temperature and poured into ice water (350 mL). The resulting suspension was stirred for about 10 min and filtered. The filter cake was washed with water and the solid was lyophilized for about 48 h to give methyl 5-tosyl-5H-pyrrolo[2,3-b]pyrazine-2-carboxylate (5.0 g, 90% UV purity, 95%) as a light brown solid:

1. customThe reaction flask was fitted with a balloon
2. customThe flask was evacuated
3. additionback-filled with carbon monoxide twice
4. customthe flask was re-evacuated
5. additionback-filled with carbon monoxide twice
6. temperatureThe reaction mixture was heated at about 95° C. for about 16 h under an atmosphere of carbon monoxide
7. temperatureThe mixture was cooled to room temperature
8. additionpoured into ice water (350 mL)
9. filtrationfiltered
10. washThe filter cake was washed with water
11. waitthe solid was lyophilized for about 48 h