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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1892370Generated: November 1, 2026

Stannane, tributyl(1-ethoxyethenyl)- → 6-(1-Ethoxyvinyl)-3-(1-(6-fluoro-1-methyl-1H-indazol-5-yl)ethyl)imidazo[1,2-b]pyridazine

https://huagongshe.com/reaction/1892370

Reaction equation

Participants

RoleNameHCIDCharge
ReactantStannane, tributyl(1-ethoxyethenyl)-HCID 619414—
Reactant6-Chloro-3-(1-(6-fluoro-1-methyl-1H-indazol-5-yl)ethyl)imidazo[1,2-b]pyridazineHCID 58147517—
CatalystHCID 178418397HCID 178418397—
SolventDimethylformamideHCID 6228—
Product6-(1-Ethoxyvinyl)-3-(1-(6-fluoro-1-methyl-1H-indazol-5-yl)ethyl)imidazo[1,2-b]pyridazineHCID 5819052364.5%

Reaction Conditions

Temperature100 °C

Reaction Steps

To a solution of 6-chloro-3-(1-(6-fluoro-1-methyl-1H-indazol-5-yl)ethyl)imidazo[1,2-b]pyridazine (900 mg, 1.910 mmol) in DMF (8 mL) was added Pd(Ph3P)4 (221 mg, 0.191 mmol). The mixture was stirred for 20 min, and tributyl(1-ethoxyvinyl)stannane (784 mg, 2.102 mmol) was added. The resulting mixture was heated at 100° C. until LC-MS showed the reaction was complete. The reaction mixture was filtered through celite and the solid was washed with ether. The combined filtrate was washed with water, dried over Na2SO4, and concentrated. The residue was purified by column chromatography with gradient hexane:EtOAc to give 450 mg (52%) of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08507676B2
Source datasetuspto-grants-2013_08
ORD IDord-d31dcd659a2641a09220e3d6b904c328
Source noteuspto-grants-2013_08