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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1663769Generated: October 29, 2026

Potassium Carbonate → 3-(Imidazo[1,2-b]pyridazin-6-yloxy)aniline

https://huagongshe.com/reaction/1663769

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant3-AminophenolHCID 11568—
ReactantN-methyl-2-pyrrolidoneHCID 13387—
ReactantImidazo(1,2-b)pyridazine, 6-chloro-HCID 138828—
SolventSodium HydroxideHCID 14798—
Product3-(Imidazo[1,2-b]pyridazin-6-yloxy)anilineHCID 5744105641.2%

Reaction Conditions

Temperature120 °C

Reaction Steps

A mixture of 6-chloroimidazo[1,2-b]pyridazine (1536 mg, 10.0 mmol), 3-aminophenol (1419 mg, 13.0 mmol), potassium carbonate (4146 mg, 30.0 mmol) and N-methylpyrrolidone (10 mL) was stirred at 120° C. for 48 hr. The reaction mixture was diluted with 1N aqueous sodium hydroxide solution, and extracted with ethyl acetate. The organic layer was washed with 1N aqueous sodium hydroxide solution and saturated brine, and concentrated under reduced pressure. The residue was purified by NH silica gel column chromatography (hexane/ethyl acetate=70/30→0/100), and precipitated from diisopropyl ether to give the title compound (932 mg, 41%) as a white powder.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08034812B2
Source datasetuspto-grants-2011_10
ORD IDord-c71802f002aa4b6f99fdb1f311f08368
Source noteuspto-grants-2011_10