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
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | 4-Chloro-6-hydrazinylpyrimidine | HCID 247222 | — |
| Reactant | Ethyl 3-(N,N-dimethylamino)-2-(1H-imidazol-1-yl)acrylate | HCID 66726242 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | 2-(6-Chloropyrimidin-4-yl)-4-(1H-imidazol-1-yl)-1,2-dihydro-3H-pyrazol-3-one hydrochloride | HCID 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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08067407B2 |
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| Source dataset | uspto-grants-2011_11 |
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| ORD ID | ord-5f61fbcf3c9b4aaa9ba7f98d791a9927 |
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| Source note | uspto-grants-2011_11 |
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