Iodine → HCID 178509487, compound

Participants

Reaction Steps

To a suspension of 1H-indazole-6-carbonitrile (4.5 g, 31.4 mmol) and KOH (5.3 g, 94.2 mmol) in DMSO (50 mL), was added iodine (15.9 g, 62.8 mmol) portion-wise over 10 minutes at 0° C. under ice-water bath. The final mixture was stirred for additional 2 hours at room temperature. The mixture was added slowly into saturated sodium sulfite (300 mL), the formed solid was stirred for 10 minutes, filtered, washed with saturated sodium sulfite (2×50 mL), water (2×20 mL) and dried, giving 3-iodo-1H-indazole-6-carbonitrile light as yellow solid (8.1 g, yield 95.6%). MS: (M+H)+=411; 1H NMR (300 MHz, CDCl3): δ 8.41 (s, 1H), 8.33 (s, 1H), 7.80 (s, 1H), 6.20 (s, 2H), 1.52 (s, 9H), 1.15 (s, 9H).

Provenance & Evidence