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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1942040Generated: November 2, 2026

p-Toluenesulfonic acid monohydrate → 2-[5-(2,2-Dimethylpropoxy)pyridin-2-yl]-4-(1H-imidazol-1-yl)-1,2-dihydro-3H-pyrazol-3-one

https://huagongshe.com/reaction/1942040

Reaction equation

Participants

RoleNameHCIDCharge
Reactantp-Toluenesulfonic acid monohydrateHCID 521998—
Reactant5-(2,2-Dimethylpropoxy)-2-hydrazinopyridineHCID 55279160—
ReactantEthyl 3-(N,N-dimethylamino)-2-(1H-imidazol-1-yl)acrylateHCID 66726242—
SolventEthanolHCID 702—
Product2-[5-(2,2-Dimethylpropoxy)pyridin-2-yl]-4-(1H-imidazol-1-yl)-1,2-dihydro-3H-pyrazol-3-oneHCID 59603695—

Reaction Steps

233 mg (1.0 mmol, purity 90%) of the compound from Example 42A are initially introduced into 4 ml ethanol. 260 mg (1.0 mmol, purity 75%) of the compound from Example 12A and 38 mg (0.2 mmol) p-toluenesulfonic acid monohydrate are added and the mixture is stirred under reflux for 16 h. The mixture is then allowed to cool to RT, the solid which has precipitated out is filtered off and washed with a little ethanol and the solid is dried under a high vacuum. A further amount of the target compound is obtained by purifying the mother liquor of the filtration via preparative HPLC (RP18 column; mobile phase: acetonitrile/water gradient with addition of 0.1% TFA).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08389520B2
Source datasetuspto-grants-2013_03
ORD IDord-80a557ea4b1a4ad499b23f82231f7332
Source noteuspto-grants-2013_03