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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 226010Generated: October 25, 2026

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

https://huagongshe.com/reaction/226010

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—
SolventDimethylformamideHCID 6228—
Product8-(1-Ethyl-propyl)-2,6-dimethyl-3-(3-methyl-benzo[b]thiophen-2-yl)-imidazo[1,2-b]pyridazineHCID 5775262580%

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-benzothiophene (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. Mixture is degassed for 30 min. After heating for 16 h at 130° C., the 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 (80%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07557103B2
Source datasetuspto-grants-2009_07
ORD IDord-43ac9d937e5c4f608cbb04b3b604d3a8
Source noteuspto-grants-2009_07