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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1667960Generated: November 1, 2026

Benzoyl chloride → N-[3-(imidazo[1,2-b]pyridazin-6-yloxy)phenyl]benzamide

https://huagongshe.com/reaction/1667960

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzoyl chlorideHCID 7412—
Reactant3-(Imidazo[1,2-b]pyridazin-6-yloxy)anilineHCID 57441056—
SolventN-methyl-2-pyrrolidoneHCID 13387—
SolventSodium HydroxideHCID 14798—
ProductN-[3-(imidazo[1,2-b]pyridazin-6-yloxy)phenyl]benzamideHCID 5744105774%

Reaction Steps

To a solution of 3-(imidazo[1,2-b]pyridazin-6-yloxy)aniline (113 mg, 0.50 mmol) in N-methylpyrrolidone (1.0 mL) was added benzoyl chloride (0.116 mL, 1.00 mmol), and the mixture was stirred at room temperature for 18 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 silica gel column chromatography (ethyl acetate/methanol=100/0→75/25) and precipitated from ethyl acetate to give the title compound (122 mg, 74%) as a white powder.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08044049B2
Source datasetuspto-grants-2011_10
ORD IDord-2fd7a2afd6c94a8098aa05757742db9a
Source noteuspto-grants-2011_10