反应详情

To a solution of 4-iodo-5,7-dimethyl-1-tosyl-1H-indole (950 mg, 2.1 mmol) and DMF (0.33 mL, 4.2 mmol) in cyclopentyl methyl ether (22 mL), n-butyllithium in hexane (2.2 M, 1.3 mL, 2.8 mmol) was added at −78° C. After stirring for 1 h, additional n-butyllithium in hexane (2.2 M, 0.19 mL, 0.42 mmol) was added. After stirring for 15 min, the reaction was quenched with MeOH (2 mL) and 1M aq. NaHSO4 (4.5 mL), and diluted with EtOAc and brine. The layers were separated and the aqueous layer was extracted with EtOAc. The organic layers were combined, washed with brine, dried over Na2SO4, and then filtered. Concentration of the filtrate gave a residue that was purified by FCC [(10% DCM/heptane)/(20% EtOAc/DCM)=100/0 to 50/50] to give the title compound. MS (ESI+) m/z 328.2 (M+H).

1. stirringAfter stirring for 15 min
2. customthe reaction was quenched with MeOH (2 mL) and 1M aq. NaHSO4 (4.5 mL)
3. additiondiluted with EtOAc and brine
4. customThe layers were separated
5. extractionthe aqueous layer was extracted with EtOAc
6. washwashed with brine
7. dry with materialdried over Na2SO4
8. filtrationfiltered
9. customConcentration of the filtrate gave a residue that
10. customwas purified by FCC [(10% DCM/heptane)/(20% EtOAc/DCM)=100/0 to 50/50]