反应详情

温度

780 °C

To degassed with argon solution of tert-butyl 3-((2-amino-5-bromophenyl)ethynyl)pyrrolidine-1-carboxylate (5.69 g, 15.58 mmol) in NMP (30 mL) was added t-BuOK (3.9 g, 34.75 mmol). Mixture was heated at 780° C. for 45 min before it was cooled to 0° C. in an ice-bath. MeI (3.0 mL, 48.08 mmol) was added dropwise and reaction was allowed to warm to room temperature and stirred 30 min. Then reaction was diluted with H2O (100 mL) and acidified with 1M aqueous HCl to pH˜2. Product was extracted with EtOAc (3×150 mL). Combined organics were washed with NaCl (aqueous saturated) and dried over Na2SO4. Upon solvent removal residue was purified by column chromatography using EtOAc/hexanes (gradient 0-40%) to afford tert-butyl 3-(5-bromo-1-methyl-1H-indol-2-yl)pyrrolidine-1-carboxylate (5.17 g) in 87% yield.

1. temperaturewas cooled to 0° C. in an ice-bath
2. customreaction
3. temperatureto warm to room temperature
4. customThen reaction
5. extractionProduct was extracted with EtOAc (3×150 mL)
6. washCombined organics were washed with NaCl (aqueous saturated)
7. dry with materialdried over Na2SO4
8. customUpon solvent removal residue
9. customwas purified by column chromatography