반응 #166252

반응 방정식

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

EDCI

HOBt

DIPEA

→

foam

수율 45.2%

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

수율 45.2%

용매

ethyl acetate

DMF

반응 조건

후처리

1. 1
   세척washed with saturated aqueous sodium hydrogen carbonate
2. 2
   건조water, dried (Na2SO4)
3. 3
   여과filtered
4. 4
   농축concentrated in vacuo
5. 5
   기타then azeotroped with diethyl ether

실험 절차

To a solution of 4-(2-fluoro-4-iodophenylamino)-1H-indazole-5-carboxylic acid (70 mg, 0.176 mmol) and N—O-dimethyl-hydroxylamine (21 mg, 0.21 mmol) in DMF (3 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 then azeotroped with diethyl ether to give a pale tan foam (35 mg, 45%). LCMS (Method A): RT=9.63 min, [M+H]+=441. 1H NMR (DMSO-d6, 400 MHz) 13.16 (1 H, s), 8.25 (1 H, s), 7.59-7.51 (2 H, m), 7.34-7.28 (2 H, m), 7.14 (1 H, d, J=8.55 Hz), 6.71 (1 H, t, J=8.73 Hz), 3.38 (3 H, s), 3.10 (3 H, s).

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