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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2391541Generated: October 26, 2026

4-Methylmorpholine → N-(6-{3-[(3-phenylprop-2-ynoyl)amino]phenoxy}imidazo[1,2-b]pyridazin-2-yl)cyclopropanecarboxamide

https://huagongshe.com/reaction/2391541

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-MethylmorpholineHCID 7972—
ReactantIsobutyl chloroformateHCID 62365—
ReactantPhenylpropiolic AcidHCID 69475—
ReactantN-[6-(3-aminophenoxy)imidazo[1,2-b]pyridazin-2-yl]cyclopropanecarboxamideHCID 57386059—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
SolventTetrahydrofuranHCID 8028—
ProductN-(6-{3-[(3-phenylprop-2-ynoyl)amino]phenoxy}imidazo[1,2-b]pyridazin-2-yl)cyclopropanecarboxamideHCID 5750576789%

Reaction Steps

To a solution of 3-phenylprop-2-ynoic acid (85 mg, 0.581 mmol) in tetrahydrofuran (3 mL) were added isobutyl chlorocarbonate (76 μL, 0.581 mmol) and 4-methylmorpholine (80 μL, 0.727 mmol) under ice-cooling, a solution of N-[6-(3-aminophenoxy)imidazo[1,2-b]pyridazin-2-yl]cyclopropanecarboxamide (150 mg, 0.484 mmol) in N,N-dimethylformamide (3 mL) was further added thereto, and the mixture was stirred at room temperature for 16 hr. Water was added to the reaction mixture, and the precipitated solid was filtrated and washed with water to give the title compound (188 mg, 89%) as a white powder.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08273741B2
Source datasetuspto-grants-2012_09
ORD IDord-3f78b5caf20c4f37930d28025c9e552a
Source noteuspto-grants-2012_09