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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1892446Generated: October 26, 2026

Hydrochloric Acid → 1-(3-((5,7-Difluoroquinolin-6-yl)methyl)-[1,2,4]triazolo[4,3-b]pyridazin-6-yl)ethanone

https://huagongshe.com/reaction/1892446

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactant6-[6-(1-Ethoxy-vinyl)-[1,2,4]triazolo[4,3-b]pyridazin-3-ylmethyl]-5,7-difluoro-quinolineHCID 58190572—
SolventAcetic AcidHCID 176—
Product1-(3-((5,7-Difluoroquinolin-6-yl)methyl)-[1,2,4]triazolo[4,3-b]pyridazin-6-yl)ethanoneHCID 5819053349.7%

Reaction Conditions

Temperature40 °C

Reaction Steps

Aqueous 3N HCl (0.2 mL, 0.6 mmol) was added to a solution of 6-[6-(1-ethoxy-vinyl)-[1,2,4]triazolo[4,3-b]pyridazin-3-ylmethyl]-5,7-difluoro-quinoline (87 mg, 0.237 mmol) in HOAc (2 mL). The reaction mixture was stirred at 40° C. for 6 h. LC/MS showed reaction was complete. The solvent was removed in vacuo, and the residue dissolved in EtOAc was neutralized, and extracted with EtOAc. The organic layer was dried, concentrated and purified by flash chromatography to afford 40 mg of the title compound as a pale yellow solid. 1H-NMR (400 MHz, MeOH-d4) δ ppm 8.95 (dd, 1H), 8.56 (d, 1H), 8.29 (d, 1H), 7.85 (d, 1H), 7.60-7.67 (m, 2H), 4.94 (s, 2H), 2.67 (s, 3H). LCMS (method A): [MH]+=339, tR=4.88 min.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08507676B2
Source datasetuspto-grants-2013_08
ORD IDord-c5e3fc0c2c9943e2b45ff325a7c66c43
Source noteuspto-grants-2013_08