反应详情

Benzyl 3-bromo-1H-pyrrolo[2,3-b]pyridin-5-ylcarbamate (10.22 g, 29.53 mmol) in dry THF (120 mL) was cooled to 0° C. and treated portionwise with sodium hydride (1.193 g, 29.83 mmol, 1.01 Eq). The mixture was allowed to stir at this temperature for 1 hour and then treated with tosyl chloride (5.744 g, 30.13 mmol, 1.02 Eq) in THF (15 mL) over a period of 10 minutes. The mixture was left to stir at room temperature for a further 4 hours and then quenched with sat. aq. ammonium chloride. The mixture was diluted with EtOAc and the organic layer separated, washed with brine, dried over magnesium sulphate, filtered and evaporated to dryness. The crude product was purified by column chromatography (5% MeOH/DCM) to give 11.09 g (75%) of brown solid.

1. waitThe mixture was left
2. stirringto stir at room temperature for a further 4 hours
3. customquenched with sat. aq. ammonium chloride
4. additionThe mixture was diluted with EtOAc
5. customthe organic layer separated
6. washwashed with brine
7. dry with materialdried over magnesium sulphate
8. filtrationfiltered
9. customevaporated to dryness
10. customThe crude product was purified by column chromatography (5% MeOH/DCM)