1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide → HCID 67155797, compound

Participants

Reaction Steps

2-(Trifluoromethyl)-1H-pyrrolo[2,3-b]pyridin-5-amine (0.040 g, 0.199 mmol), 6-chloro-2-fluoro-3-(propylsulfonamido)benzoic acid (0.064 g, 0.219 mmol), EDCI (0.042 g, 0.219 mmol) and HOBt (0.027 g, 0.199 mmol) were dissolved in DMF (0.6 mL) and stirred at room temperature for 16 hours. The reaction mixture was directly purified by reverse phase HPLC to give 6-chloro-2-fluoro-3-(propylsulfonamido)-N-(2-(trifluoromethyl)-1H-pyrrolo[2,3-b]pyridin-5-yl)benzamide (0.050 g, 52%) as a solid. 1H NMR (400 MHz, d6-DMSO) δ 12.91 (s, 1H), 10.99 (s, 1H), 9.96 (s, 1H), 8.60-8.56 (m, 1H), 8.56-8.52 (m, 1H), 7.54 (t, 1H), 7.44 (d, 1H), 7.10 (s, 1H), 3.21-3.12 (m, 2H), 1.76 (m, 2H), 0.99 (t, 3H); m/z (ES-MS) 479.1 (100.0%) [M+1].

Provenance & Evidence