反应详情

To 5-[(1-benzenesulfonyl-5-chloro-1H-pyrrolo[2,3-b]pyridin-3-yl)-hydroxy-methyl]-4-chloro-thiazol-2-yl-carbamic acid tert-butyl ester (27, 0.200 g, 0.32 mmol) in 15.0 mL of dichloromethane, triethylsilane (0.600 mL, 376 mmol) and trifluoroacetic acid (0.300 mL, 3.89 mmol) were added. The reaction was stirred at room temperature for 3 hours, then concentrated, poured into aqueous potassium carbonate, and extracted with ethyl acetate. The organic layer was dried over anhydrous sodium sulfate, filtered, and the filtrate concentrated under vacuum. The resulting material was purified by silica gel column chromatography eluting with 25-100% ethyl acetate in hexane to give the desired compound (28, 0.155 g, 88.7%). MS (ESI) [M+H+]+=538.9.

1. concentrationconcentrated
2. additionpoured into aqueous potassium carbonate
3. extractionextracted with ethyl acetate
4. dry with materialThe organic layer was dried over anhydrous sodium sulfate
5. filtrationfiltered
6. concentrationthe filtrate concentrated under vacuum
7. customThe resulting material was purified by silica gel column chromatography
8. washeluting with 25-100% ethyl acetate in hexane