反应详情

2,6-Difluoro-3-(N-propylsulfamoylamino)benzoic acid (0.095 g, 0.32 mmol), 3-methoxy-1H-pyrazolo[3,4-b]pyridin-5-amine (0.053 g, 0.32 mmol), HOBt (0.044 g, 0.32 mmol), and EDCI (0.062 g, 0.32 mmol) were dissolved in DMF (1.6 mL) and stirred at room temperature for 16 hours. The mixture was diluted with EtOAc (30 mL) and washed with a mixture of 1:1:1 water:bicarbonate:brine (3×20 mL). The organic layers were dried over sodium sulfate and concentrated under reduced pressure. The residue was purified via column chromatography eluting with 1:1 then 8:2 EtOAc:hexanes to provide 2,6-difluoro-N-(3-methoxy-1H-pyrazolo[3,4-b]pyridin-5-yl)-3-(N-propylsulfamoylamino)benzamide (0.090 g, 0.20 mmol, 63% yield). 1H NMR (400 MHz, CD3OD) δ 8.57-8.60 (m, 1H), 8.47-8.49 (m, 1H), 7.63-7.70 (m, 1H), 7.04-7.11 (m, 1H), 4.07 (s, 3H), 2.94-3.30 (m, 2H), 1.45-1.56 (m, 2H), 0.85-0.90 (m, 3H); m/z (APCI-pos) M+1=441.1.

1. washwashed with a mixture of 1:1:1 water
2. dry with materialThe organic layers were dried over sodium sulfate
3. concentrationconcentrated under reduced pressure
4. customThe residue was purified via column chromatography
5. washeluting with 1:1