反应详情

温度

60 °C

tert-Butyl 3-(2-bromo-5-((2-(trimethylsilyl)ethoxy)methyl)-5H-pyrrolo[2,3-b]pyrazin-6-yl)benzoate (2.5 g, 4.96 mmol, prepared using A from tert-butyl 3-bromobenzoate [Frontier Scientific] with trimethylsilylacetylene, Q with K2CO3, A with 3,5-dibromopyrazin-2-amine, B and C) and K2CO3 (0.685 g, 4.96 mmol) in MeOH (20 mL) were added to a flask. The mixture was heated to about 60° C. for about 17 h. An aqueous 40% NaOH solution (2 mL) was added and the mixture was heated to about 60° C. for about 17 h. The mixture was cooled to rt and acidified with about 3 mL of 5 N aqueous HCl and then extracted with EtOAc (100 mL). The solids were removed by filtration then the filtrate was dried over anhydrous MgSO4 and concentrated under reduced pressure to provide 3-(2-bromo-5-((2-(trimethylsilyl)ethoxy)methyl)-5H-pyrrolo[2,3-b]pyrazin-6-yl)benzoic acid (2.01 g, 90%): LC/MS (Table 2, Method b) Rt=2.80 min; MS m/z 448 (M+H)+.

1. temperaturethe mixture was heated to about 60° C. for about 17 h
2. temperatureThe mixture was cooled to rt
3. extractionextracted with EtOAc (100 mL)
4. customThe solids were removed by filtration
5. dry with materialthe filtrate was dried over anhydrous MgSO4
6. concentrationconcentrated under reduced pressure