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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1508272Generated: November 1, 2026

1-[2-Chloro-1-hydroxy-3-(6-quinolinyl)propyl]-2,5-pyrrolidinedione → 6-((2-(4-Bromo-3-fluorophenyl)imidazo[1,2-b][1,2,4]triazin-7-yl)methyl)quinoline

https://huagongshe.com/reaction/1508272

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-[2-Chloro-1-hydroxy-3-(6-quinolinyl)propyl]-2,5-pyrrolidinedioneHCID 44512897—
Reactant6-(4-Bromo-3-fluorophenyl)-1,2,4-triazin-3-amineHCID 57516523—
SolventWaterHCID 962—
SolventIsopropanolHCID 3776—
Product6-((2-(4-Bromo-3-fluorophenyl)imidazo[1,2-b][1,2,4]triazin-7-yl)methyl)quinolineHCID 5797118855.8%

Reaction Conditions

Temperature105 °C

Reaction Steps

A mixture of 6-(4-bromo-3-fluorophenyl)-1,2,4-triazin-3-amine (Step 5, 200 mg, 0.743 mmol) and 1-(2-chloro-1-hydroxy-3-quinolin-6-ylpropyl)pyrrolidine-2,5-dione (Step 7, 284 mg, 0.892 mmol) in isopropyl alcohol (7.4 mL) and water (0.11 mL) in a sealed tube was heated at 105° C. for 5 d. After the reaction mixture was cooled to ambient temperature, the precipitate was collected by filtration, washed with isopropanyl alcohol, and dried in vacuum to give the desired product (180 mg, 55%) LCMS (M+H)+: m/z=433.9/436.0.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09221824B2
Source datasetuspto-grants-2015_12
ORD IDord-34476d89cc574ded82c7bdd913a78afb
Source noteuspto-grants-2015_12