反应详情

To a solution of tert-butyl 5-(5-chloro-2-methoxypyridin-3-yl)-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-pyrazol-4-ylcarbamate (211.7 mg, 0.4652 mmol) in 5 mL ethyl acetate was added tin tetrachloride (0.52 mL, 4.4 mmol). The reaction mixture was stirred at room temperature for 2 hours and then evaporated in vacuo. The residual oil was partitioned between ethyl acetate and saturated aqueous sodium bicarbonate, and the aqueous layer extracted twice more with ethyl acetate. The combined organic layers were dried over magnesium sulfate, filtered, and evaporated in vacuo. The crude product was purified via flash chromatography on silica gel (0 to 20% methanol in dichloromethane) to yield 32.4 mg (31%) of 5-(5-chloro-2-methoxypyridin-3-yl)-1H-pyrazol-4-amine LCMS (ESI) m+H=225.1.

1. customevaporated in vacuo
2. customThe residual oil was partitioned between ethyl acetate and saturated aqueous sodium bicarbonate
3. extractionthe aqueous layer extracted twice more with ethyl acetate
4. dry with materialThe combined organic layers were dried over magnesium sulfate
5. filtrationfiltered
6. customevaporated in vacuo
7. customThe crude product was purified via flash chromatography on silica gel (0 to 20% methanol in dichloromethane)