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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1487332Generated: November 1, 2026

Trimethylsilyl iodide → 2-bromo-8-(((3S,4S)-4-(fluoromethyl)pyrrolidin-3-yl)amino)imidazo[1,2-b]pyridazine-7-carboxamide, hydroiodide

https://huagongshe.com/reaction/1487332

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrimethylsilyl iodideHCID 85247—
Reactant(3S,4S)-benzyl 3-((2-bromo-7-carbamoylimidazo[1,2-b]pyridazin-8-yl)amino)-4-(fluoromethyl)pyrrolidine-1-carboxylateHCID 89995462—
SolventAcetonitrileHCID 6342—
Product2-bromo-8-(((3S,4S)-4-(fluoromethyl)pyrrolidin-3-yl)amino)imidazo[1,2-b]pyridazine-7-carboxamide, hydroiodideHCID 131736842—

Reaction Conditions

Temperature0 °C

Reaction Steps

To a suspension of (3S,4S)-benzyl 3-((2-bromo-7-carbamoylimidazo[1,2-b]pyridazin-8-yl)amino)-4-(fluoromethyl)pyrrolidine-1-carboxylate (240 mg, 0.488 mmol) in acetonitrile (3 ml) at 0° C. was added iodotrimethylsilane (0.266 ml, 1.954 mmol) dropwise. The reaction mixture was stirred at 0° C. for 10 min and at room temperature for 1.5 h. The reaction was cooled to 0° C. and quenched with MeOH (2 ml). The resulting suspension was stirred at 0° C. for 30 min, filtered, washed with ethyl ether, and dried under vacuum to afford 2-bromo-8-(((3S,4S)-4-(fluoromethyl)pyrrolidin-3-yl)amino)imidazo[1,2-b]pyridazine-7-carboxamide, hydroiodide as an off-white solid. ESI-MS (analytical LCMS Method A): m/z 357.0 ([M+H]+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09428511B2
Source datasetuspto-grants-2016_08
ORD IDord-e572d3d8a5fe4ad6860c6e3817cf70ce
Source noteuspto-grants-2016_08