反应详情

温度

70 °C

To a solution of ethyl 7-{[(4-chlorobutyl)sulfonyl]amino}-3-ethyl-1H-indole-5-carboxylate (D242) (230 mg, 0.59 mmol, 1 equiv) in EtOH (10 ml) was added NEt3 (249 μl, 1.78 mmol, 3 equiv) and the resulting solution was stirred at 70° C. for 3 h. NEt3 (1 ml, excess) was added and the solution was stirred at the same temperature for 15 h then cooled to room temperature and concentrated in vacuo. The residue was dissolved in AcOEt and the organic phase was washed with a 2N aqueous HCl solution, dried over MgSO4 and concentrated in vacuo. Purification of the residue by flash chromatography on silica gel (AcOEt/iso-hexane: 3/7) gave ethyl 7-(1,1-dioxidotetrahydro-2H-1,2-thiazin-2-yl)-3-ethyl-1H-indole-5-carboxylate (B148) (150 mg, 72%) as a colorless oil. [M−H]−=349.3, RT=3.10 min.

1. stirringthe solution was stirred at the same temperature for 15 h
2. temperaturethen cooled to room temperature
3. concentrationconcentrated in vacuo
4. dissolutionThe residue was dissolved in AcOEt
5. washthe organic phase was washed with a 2N aqueous HCl solution
6. dry with materialdried over MgSO4
7. concentrationconcentrated in vacuo
8. customPurification of the residue by flash chromatography on silica gel (AcOEt/iso-hexane: 3/7)