1H-pyrrolo[3,2-b]pyridine (1.94 g, 16.4 mmol) was used as starting material and dissolved in tetrahydrofuran (THF, 10 mL). Subsequently, N-iodosuccinimide (NIS, 4.06 g, 18.1 mmol) was added to this solution. The reaction mixture was stirred at room temperature overnight, during which precipitation was observed to be generated. Upon completion of the reaction, the precipitate was collected by filtration and washed sequentially with a small amount of THF and heptane. The resulting white solid was dried under vacuum to afford the target product 3-iodo-1H-pyrrolo[3,2-b]pyridine (4.1 g, quantitative yield). The structure of the product was confirmed by 1H NMR (DMSO-d6, 300 MHz) δ 8.40 (s, 1H), 7.90-7.70 (m, 2H), 7.15 (d, 1H) and LC-MS (retention time 0.41 min; m/z 245 [M+1]+).
![3-iodo-1H-pyrrolo[3,2-b]pyridine](/CAS/GIF/1083181-26-3.gif)