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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 226040Generated: October 25, 2026

Cesium carbonate → 8-(1-Ethyl-propyl)-3-(3,5-dimethyl-benzo[b]thiophen-2-yl)-2,6-dimethyl-imidazo[1,2-b]pyridazine

https://huagongshe.com/reaction/226040

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
ReactantTriphenylphosphineHCID 11776—
Reactant3-Methylbenzo[b]thiopheneHCID 73817—
Reactant8-(1-Ethyl-propyl)-3-iodo-2,6-dimethyl-imidazo[1,2-b]pyridazineHCID 57752681—
CatalystBis(dibenzylideneacetone)palladiumHCID 9811564—
SolventDiethyl EtherHCID 3283—
SolventDimethylformamideHCID 6228—
Product8-(1-Ethyl-propyl)-3-(3,5-dimethyl-benzo[b]thiophen-2-yl)-2,6-dimethyl-imidazo[1,2-b]pyridazineHCID 5775260685%

Reaction Conditions

Temperature130 °C

Reaction Steps

A mixture of 8-(1-ethyl-propyl)-3-iodo-2,6-dimethyl-imidazo[1,2-b]pyridazine (0.145 mmol), 3-methyl-benzo[b]thiophene (7.25 mmol), Pd2 dba3 (0.0072 mmol), triphenylphosphine (0.029 mmol), and cesium carbonate (0.29 mmol) in previously degassed DMF (0.5 ml) is added to a pressure tube with a stirring bar. The mixture is degassed for 30 min. After heating for 16 h at 130° C., reaction mixture is cooled, diluted with diethylether and washed with saturated aqueous ammonium chloride solution. The organic layer is dried over anhydrous magnesium sulfate, filtered, and the solvent is removed in vacuo. The residue is purified by silica gel column chromatography using mixtures of hexane-ethyl acetate as eluent to give the title compound (85%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07557103B2
Source datasetuspto-grants-2009_07
ORD IDord-ae5b6238cd8747faba4bf0158a24b4f7
Source noteuspto-grants-2009_07