反应详情

A mixture of 4-chloro-2-fluoro-6-iodo-N-(2-(methylsulfonyl)ethyl)aniline (450 mg, 1.2 mmol) and prop-2-yn-1-ol (135 mg, 2.4 mmol) in Et3N (20 ml) was degassed and refluxed under N2 atmosphere. PdCl2(PPh3)2 (90 mg, 0.12 mmol) and CuI (45 mg, 0.24 mmol) were added successively to the reaction mixture. After being stirred under reflux overnight, the mixture was concentrated in vacuo and the residue was poured into water and extracted with EtOAc (50 mL×3). The combined organic layers were dried over Na2SO4 and then concentrated in vacuo. The residue was purified by preparative-TLC (PE: EtOAc=5:1) to give {5-chloro-7-fluoro-1-[2-(methylsulfonyl)ethyl]-1H-indol-2-yl}methanol as a yellow solid (350 mg, yield: 95%).

1. customwas degassed
2. temperaturerefluxed under N2 atmosphere
3. temperatureunder reflux overnight
4. concentrationthe mixture was concentrated in vacuo
5. additionthe residue was poured into water
6. extractionextracted with EtOAc (50 mL×3)
7. dry with materialThe combined organic layers were dried over Na2SO4
8. concentrationconcentrated in vacuo
9. customThe residue was purified by preparative-TLC (PE: EtOAc=5:1)