反应 #166205

反应方程式

4-(2-fluoro-4-trimethylsilanylphenylamino)-indazole-1,5-dicarboxylic acid di-tert-butyl ester

iodine monochloride

→

title compound

收率 52.0%

4-(2-Fluoro-4-iodophenylamino)-indazole-1,5-dicarboxylic acid di-tert-butyl ester

收率 52.0%

溶剂

sodium thiosulfate

DCM

DCM

反应条件

后处理

1. 1
   萃取extracted with DCM (2×10 mL)
2. 2
   洗涤The combined organic extracts were washed with brine (20 mL)
3. 3
   干燥dried (MgSO4)
4. 4
   浓缩concentrated in vacuo

实验过程

To a solution of 4-(2-fluoro-4-trimethylsilanylphenylamino)-indazole-1,5-dicarboxylic acid di-tert-butyl ester (1.07 g, 2.14 mmol) in DCM (10 mL) at 0° C. was added iodine monochloride as a solution in DCM (4.2 mL, 1N, 4.2 mmol). The reaction mixture was stirred at 0° C. for 20 minutes then diluted with saturated aqueous sodium thiosulfate solution (10 mL) and extracted with DCM (2×10 mL). The combined organic extracts were washed with brine (20 mL), dried (MgSO4) and concentrated in vacuo. The resultant residue was subjected to flash chromatography (Si—PPC, gradient 0-100% DCM in cyclohexane) to yield the title compound as a pale brown solid (611 mg, 52%). LCMS (Method B): RT=5.48 min, [M+H]+=554.

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