Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 242265Generated: October 30, 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/242265

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 42A and 8.3 g (57.3 mmol) of the compound from Example 7A are initially introduced into 100 ml ethanol and 1.5 ml (2.2 g, 19.0 mmol) TFA are added. The mixture is stirred under reflux for 12 h. The crystals which have precipitated out are filtered off, the residue on the filter is rinsed with ethanol and the intermediate product is dried overnight in vacuo. This is then suspended in 20 ml methanol, 100 ml of a 4 M solution of hydrogen chloride in dioxane are added and the mixture is subsequently stirred at RT for 1 h. The solid is filtered off, the residue on the filter is washed with dioxane, ethyl acetate and diisopropyl ether and the product is dried in vacuo.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08653111B2
Source datasetuspto-grants-2014_02
ORD IDord-4c9b00ab5ad14b829b1ff5ca37894509
Source noteuspto-grants-2014_02