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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 562457Generated: November 1, 2026

Trifluoroacetic acid → 2-(6-Chloropyrimidin-4-yl)-4-(1H-imidazol-1-yl)-1,2-dihydro-3H-pyrazol-3-one hydrochloride

https://huagongshe.com/reaction/562457

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
Reactant4-Chloro-6-hydrazinylpyrimidineHCID 247222—
ReactantEthyl 3-(N,N-dimethylamino)-2-(1H-imidazol-1-yl)acrylateHCID 66726242—
SolventEthanolHCID 702—
Product2-(6-Chloropyrimidin-4-yl)-4-(1H-imidazol-1-yl)-1,2-dihydro-3H-pyrazol-3-one hydrochlorideHCID 86635255—

Reaction Steps

10.0 g (47.8 mmol) of the compound from Example 5A and 8.3 g (57.3 mmol) of the compound from Example 11A are initially charged in 100 ml of ethanol, and 1.5 ml (2.2 g, 19.0 mmol) of trifluoroacetic acid are added. The mixture is stirred under reflux for 12 h. The precipitated crystals are filtered off, the filter residue is washed with ethanol and the intermediate is dried under reduced pressure overnight. The intermediate is then suspended in 20 ml of methanol, 100 ml of a 4 M solution of hydrogen chloride in dioxane are added and the mixture is stirred at RT for 1 h. The solid is filtered off, the filter residue is washed with dioxane, ethyl acetate and diisopropyl ether and the product is dried under reduced pressure. Yield: 4.6 g (32% of theory)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08067407B2
Source datasetuspto-grants-2011_11
ORD IDord-5f61fbcf3c9b4aaa9ba7f98d791a9927
Source noteuspto-grants-2011_11