1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide → HCID 178522374, compound

Participants

Reaction Steps

3-Cyclopropyl-1H-pyrazolo[3,4-b]pyridin-5-amine (0.024 g, 0.138 mmol), 2,6-difluoro-3-(3-fluoropropylsulfonamido)benzoic acid (0.045 g, 0.151 mmol), EDCI (0.029 g, 0.151 mmol) and HOBt (0.019 g, 0.138 mmol) were dissolved in DMF (0.52 mL) and stirred at room temperature for 16 hours. The reaction mixture was purified by reverse phase HPLC to give N-(3-cyclopropyl-1H-pyrazolo[3,4-b]pyridin-5-yl)-2,6-difluoro-3-(3-fluoropropylsulfonamido)benzamide (0.031 g, 50%) as a solid. 1H NMR (400 MHz, d6-DMSO) δ 13.17 (s, 1H), 11.06 (s, 1H), 9.92 (br s, 1H), 8.63 (s, 1H), 8.56 (s, 1H), 7.60-7.54 (m, 1H), 7.28 (t, 1H), 4.62 (t, 1H), 4.51 (t, 1H), 3.29-3.23 (m, 3H), 2.33-2.26 (m, 1H), 2.19-2.09 (m, 2H), 1.01-0.93 (m, 3H); m/z (ES-MS) 454.2 (100.0%) [M+1].

Provenance & Evidence