Trimethylsilyl iodide → 6-bromo-4-(((3S,4S)-4-(fluoromethyl)pyrrolidin-3-yl)amino)pyrrolo[1,2-b]pyridazine-3-carboxamide

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Reaction Steps

A solution of (3S,4S)-benzyl 3-((6-bromo-3-carbamoylpyrrolo[1,2-b]pyridazin-4-yl)amino)-4-(fluoromethyl)pyrrolidine-1-carboxylate (1.15 g, 2.345 mmol) in Acetonitrile (15 mL) at 0° C. was added TMS-I (1.277 mL, 9.38 mmol) dropwise and the resulting mixture was stirred for 10 min. and then allowed to warm to RT and stir for 1 hr. The reaction was quenched with 1.5 mL of MeOH and stirred for 10 minutes. The solid was collected as a hydroiodide salt of the title compound (1.07 g, 94% yield). MS (ES+) m/z: 356.1, 358.0 (M+H); HPLC: 96.7%, retention time: 1.525 min (analytical HPLC Method H).

Provenance & Evidence