反应 #166251

反应方程式

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

O-methyl-hydroxylamine

EDCI

HOBt

DIPEA

→

title compound

收率 44.0%

4-(2-Fluoro-4-iodo-phenylamino)-1H-indazole-5-carboxylic acid methoxy-amide

收率 44.0%

溶剂

ethyl acetate

DMF

反应条件

后处理

1. 1
   洗涤washed with saturated aqueous sodium hydrogen carbonate
2. 2
   干燥water, dried (Na2SO4)
3. 3
   过滤filtered
4. 4
   浓缩concentrated in vacuo
5. 5
   其他The resultant solid was triturated with a solution of hot methanol/water/NaHCO3
6. 6
   过滤the solid filtered off
7. 7
   洗涤washed with water

实验过程

To a solution of 4-(2-fluoro-4-iodophenylamino)-1H-indazole-5-carboxylic acid (70 mg, 0.176 mmol) and O-methyl-hydroxylamine (19 mg, 0.21 mmol) in DMF (2 mL) was added EDCI (40 mg, 0.21 mmol), HOBt (28 mg, 0.21 mmol) and DIPEA (70 μL, 0.42 mmol). The reaction mixture was stirred at room temperature for 18 hours. The reaction mixture was diluted with ethyl acetate and washed with saturated aqueous sodium hydrogen carbonate then water, dried (Na2SO4), filtered and concentrated in vacuo. The resultant solid was triturated with a solution of hot methanol/water/NaHCO3, the solid filtered off, washed with water to give the title compound as a pale pink solid (33 mg, 44%). LCMS (Method A): RT=9.09 min, [M+H]+=427. 1H NMR (DMSO-d6, 400 MHz) 13.20 (1 H, s), 11.62 (1 H, s), 9.99 (1 H, s), 7.66 (1 H, dd, J=10.33, 1.94 Hz), 7.46-7.40 (2 H, m), 7.23 (1 H, s), 7.01 (1 H, d, J=8.78 Hz), 6.92 (1 H, t, J=8.66 Hz), 3.64 (3 H, s).

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