1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide → HCID 178461065, compound

Participants

Reaction Steps

(5-Amino-1H-pyrazolo[3,4-b]pyridin-3-yl)methanol (0.040 g, 0.675 mmol), 2,6-difluoro-3-(propylsulfonamido)benzoic acid (0.071 g, 0.256 mmol), EDCI (0.049 g, 0.256 mmol) and HOBt (0.033 g, 0.244 mmol) were dissolved in DMF (0.53 mL) and stirred at room temperature for 16 hours. The reaction mixture was directly purified by reverse phase HPLC to give 2,6-difluoro-N-(3-(hydroxymethyl)-1H-pyrazolo[3,4-b]pyridin-5-yl)-3-(propylsulfonamido)benzamide (0.051 g, 49%) as a solid. 1H NMR (400 MHz, d6-DMSO) δ 13.37 (s, 1H), 11.05 (s, 1H), 9.93 (br s, 1H), 8.74 (d, 1H), 8.58 (d, 1H), 7.58-7.52 (m, 1H), 7.26 (t, 1H), 5.36 (t, 1H), 4.78 (d, 2H), 3.12 (m, 2H), 1.77 (m, 2H), 1.00 (t, 3H); m/z (ES-MS) 426.1 (98.0%) [M+1].

Provenance & Evidence