반응 #166233

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4-(2-fluoro-4-iodophenylamino)-1H-indazole-5-carboxylic acid (2-vinyloxyethoxy)-amide

hydrochloric acid

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title compound

4-(2-Fluoro-4-iodophenylamino)-1H-indazole-5-carboxylic acid (2-hydroxyethoxy)-amide

용매

methanol

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후처리

1. 1
   기타precipitated
2. 2
   농축The reaction mixture was concentrated in vacuo
3. 3
   기타the residue triturated with hot methanol/water (10 mL, 1:1)
4. 4
   여과The product was collected by filtration
5. 5
   기타dried in vacuo

실험 절차

To a solution of 4-(2-fluoro-4-iodophenylamino)-1H-indazole-5-carboxylic acid (2-vinyloxyethoxy)-amide (1.85 g, 3.84 mmol) in methanol (40 mL) was added hydrochloric acid (3 mL, 1N, 3 mmol). The reaction mixture was stirred at room temperature for 1 hour, during which an off-white solid precipitated. The reaction mixture was concentrated in vacuo and the residue triturated with hot methanol/water (10 mL, 1:1). The product was collected by filtration and dried in vacuo to yield the title compound as an off white solid (1.26 g, 72%). LCMS (Method A): RT=8.28 min, [M+H]+=457. 1H NMR (DMSO-d6): 13.20 (1 H, s), 11.61 (1 H, s), 9.93 (1 H, s), 7.66 (1 H, dd, J=10.32, 1.95 Hz), 7.46 (1 H, d, J=8.81 Hz), 7.42 (1 H, dd, J=8.49, 1.84 Hz), 7.24 (1 H, s), 7.01 (1 H, d, J=8.78 Hz), 6.91 (1 H, t, J=8.65 Hz), 4.68 (1 H, s), 3.85 (2 H, dd, J=5.41, 4.48 Hz), 3.56 (2 H, t, J=4.85 Hz).

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