N-Iodosuccinimide → HCID 66761027, compound

Participants

Reaction Steps

To a cooled (0° C.) solution of 2-(imidazo[1,5-a]pyridin-8-yl)furo[2,3-c]pyridin-7-amine (82.0 mg, 0.328 mmol) in DMF (4 mL) was added NIS (74.0 mg, 0.329 mmol) in portions. After stirring from 0° C. to RT over 1 h, the mixture was adsorbed onto silica gel. Purification by ISCO chromatography (50 to 100% ethyl acetate:heptane and then 15% methanol:dichloromethane), followed by mass-directed purification afforded 11.7 mg (10%) of the title compound as a yellow solid. 1H NMR (400 MHz, MeOH-d4): δ 9.37 (s, 1H), 8.65 (br s, 1H), 8.62 (d, J=7.07 Hz, 1H), 8.02 (d, J=7.07 Hz, 1H), 7.98 (s, 1H), 7.64 (s, 1H), 7.23 (t, J=7.10 Hz, 1H); MS (ESI): 376.93 [M+H]+; HPLC tR=2.76 min (ZQ3: polar—5 min).

Provenance & Evidence