Iodine → HCID 136468212, compound

Participants

Reaction Steps

To a solution of N-((1S,3R,4S)-3-ethyl-4-(6H-pyrrolo[2,3-e][1,2,4]triazolo[4,3-a]pyrazin-1-yl)cyclopentyl)cyclopropanesulfonamide (0.396 g, 1.06 mmol, prepared as detailed in WO2009152133) in DMF (20 mL) was added KOH (0.190 g, 3.38 mmol). The mixture was stirred at rt for 5 min. Iodine (0.268 g, 1.058 mmol) was added in small portions and the reaction mixture was stirred at rt for 30 min. The mixture was added dropwise into a saturated aqueous ammonium chloride (200 mL). The precipitate was collected by filtration, washed with water, and dried to give N-((1S,3R,4S)-3-ethyl-4-(8-iodo-6H-pyrrolo[2,3-e][1,2,4]triazolo[4,3-a]pyrazin-1-yl)cyclopentyl)cyclopropanesulfonamide (0.494 g, 93%) as an off-white solid: LC/MS (Table 1, Method a) Rt=1.83 min; MS m/z 501 (M+H)+.

Provenance & Evidence