反应详情

温度

0 °C

Benzyl 1H-pyrrolo[2,3-b]pyridin-5-ylcarbamate (9.48 g, 35.5 mmol) in chloroform (100 mL) was cooled to 5° C. and treated dropwise with bromine (1.86 mL, 36.21 mmol, 1.02 Eq). The reaction was allowed to stir at 0° C. for 1 hour and then at room temperature for 1 hour. The mixture was diluted with DCM and washed with a 1:1 sat. aq. sodium thiosulfate/sodium bicarbonate solution (200 mL). The organic layer was separated and the aqueous layer taken to pH 12 and re-extracted with EtOAc. The combined organics were dried over magnesium sulphate, filtered and dried under vacuum and the resultant brown solid triturated with diethyl ether/EtOAc to give 10.24 g (83%) of the title compound.

1. waitat room temperature for 1 hour
2. washwashed with a 1:1 sat. aq. sodium thiosulfate/sodium bicarbonate solution (200 mL)
3. customThe organic layer was separated
4. extractionre-extracted with EtOAc
5. dry with materialThe combined organics were dried over magnesium sulphate
6. filtrationfiltered
7. customdried under vacuum
8. customthe resultant brown solid triturated with diethyl ether/EtOAc