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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 718713Generated: October 29, 2026

2-Chloroquinoline → 2-((3-Bromo-8-morpholinoimidazo[1,2-b]pyridazin-2-yl)methoxy)quinoline

https://huagongshe.com/reaction/718713

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-ChloroquinolineHCID 11928—
ReactantSodium hydrideHCID 24758—
Reactant(3-Bromo-8-morpholinoimidazo[1,2-b]pyridazin-2-yl)methanolHCID 117728706—
SolventDimethylformamideHCID 6228—
Product2-((3-Bromo-8-morpholinoimidazo[1,2-b]pyridazin-2-yl)methoxy)quinolineHCID 117728754—

Reaction Conditions

Temperature80 °C

Reaction Steps

To a solution of compound 83a (1 g, 3 mmol) and 2-chloroquinoline (780 mg, 4.76 mmol) in N,N-dimethylformamide (20 mL), 60% sodium hydride (200 mg, 5.00 mmol) was added in portions. The reaction mixture was stirred overnight at 80° C. and quenched by the addition of 20 mL of water. The solids were collected by filtration to afford compound 83b as a white solid. Mass Spectrum (LCMS, ESI pos.) Calcd. For C20H18BrN5O2: 440.1 (M+H). Found 440.2.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09193736B2
Source datasetuspto-grants-2015_11
ORD IDord-8688e3a8c0cc4af5bffad83bdaff1cd9
Source noteuspto-grants-2015_11