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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1663817Generated: October 25, 2026

Dimethylformamide → N-[6-(3-aminophenoxy)imidazo[1,2-b]pyridazin-2-yl]-2-cyclopropylacetamide

https://huagongshe.com/reaction/1663817

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantPotassium CarbonateHCID 11430—
Reactant3-AminophenolHCID 11568—
Reactant2-cyclopropyl-N-(6-iodoimidazo[1,2-b]pyridazin-2-yl)acetamideHCID 57441030—
SolventTetrahydrofuran ethyl acetateHCID 21939870—
SolventSodium chloride; waterHCID 57417360—
ProductN-[6-(3-aminophenoxy)imidazo[1,2-b]pyridazin-2-yl]-2-cyclopropylacetamideHCID 5750555233%

Reaction Conditions

Temperature120 °C

Reaction Steps

A mixture of 2-cyclopropyl-N-(6-iodoimidazo[1,2-b]pyridazin-2-yl)acetamide (501 mg, 1.46 mmol), 3-aminophenol (479 mg, 4.39 mmol), potassium carbonate (807 mg, 5.84 mmol) and N,N-dimethylformamide (5 mL) was stirred at 120° C. for 12 hr. Tetrahydrofuran/ethyl acetate and saturated brine were added to the reaction mixture, and insoluble material was filtered off. The filtrate was extracted with ethyl acetate, dried over anhydrous magnesium sulfate, and filtrated. The solvent was evaporated under reduced pressure, and the residue was purified by silica gel column chromatography (hexane/ethyl acetate=20/80→0/100) to give the title compound (156 mg, 33%) as a pale-yellow powder.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08034812B2
Source datasetuspto-grants-2011_10
ORD IDord-a2c21adf87bd4b14a8dcb517988c9981
Source noteuspto-grants-2011_10