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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 562476Generated: October 30, 2026

Trifluoroacetic acid → 1-{2-[6-(3,3-Difluoropyrrolidin-1-yl)pyrimidin-4-yl]-3-oxo-2,3-dihydro-1H-pyrazol-4-yl}-1H-1,2,3-triazole-4-carbonitrile

https://huagongshe.com/reaction/562476

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
ReactantDiisopropylethylamineHCID 81531—
Reactant4-Chloro-6-hydrazinylpyrimidineHCID 247222—
Reactant3,3-Difluoropyrrolidine hydrochlorideHCID 24903482—
ReactantEthyl 2-(4-cyanotriazol-1-yl)-3-(dimethylamino)prop-2-enoateHCID 66725972—
SolventWaterHCID 962—
Product1-{2-[6-(3,3-Difluoropyrrolidin-1-yl)pyrimidin-4-yl]-3-oxo-2,3-dihydro-1H-pyrazol-4-yl}-1H-1,2,3-triazole-4-carbonitrileHCID 44464870—

Reaction Conditions

Temperature100 °C

Reaction Steps

A mixture of 200 mg (1.4 mmol) of the compound from Example 11A, 238 mg (1.7 mmol) of 3,3-difluoropyrrolidine hydrochloride and 289 μl (215 mg, 1.7 mmol) of N-ethyl-N-(propan-2-yl)propane-2-amine in 3 ml of water is stirred at 100° C. for 16 h. Following the addition of 53 μl (79 mg, 0.7 mmol) of trifluoroacetic acid and 325 mg (1.4 mmol) of the compound from Example 7A, the reaction mixture is stirred at 100° C. for 16 h. The precipitated solid is filtered off and washed first with water and then with diethyl ether. The product is dried under reduced pressure. Yield: 137 mg (27% of theory)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08067407B2
Source datasetuspto-grants-2011_11
ORD IDord-0ca6bd5928774007b9b0a9acff69812e
Source noteuspto-grants-2011_11