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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1952268Generated: October 25, 2026

Triethylamine → N-{3-isobutyl-4-[2,2,2-trifluoro-1-(trifluoromethyl)ethyl]phenyl}-1,3,5-trimethylpyrazole-4-carboxamide

https://huagongshe.com/reaction/1952268

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactanttrimethyl-1H-pyrazole-4-carbonyl chlorideHCID 13637622—
Reactant3-Isobutyl-4-[2,2,2-trifluoro-1-(trifluoromethyl)ethyl]anilineHCID 86619004—
SolventTetrahydrofuranHCID 8028—
SolventEthyl AcetateHCID 8857—
ProductN-{3-isobutyl-4-[2,2,2-trifluoro-1-(trifluoromethyl)ethyl]phenyl}-1,3,5-trimethylpyrazole-4-carboxamideHCID 8662986182.7%

Reaction Steps

1,3,5-Trimethylpyrazole-4-carbonyl chloride (2.09 g, 10.0 mmol), 3-isobutyl-4-[2,2,2-trifluoro-1-(trifluoromethyl)ethyl]aniline (2.0 g, 6.69 mmol), and triethylamine (1.35 g, 13.4 mmol) were dissolved in tetrahydrofuran (60 ml), and the mixture was heated under reflux for 5 hr. The reaction mixture was diluted with ethyl acetate, and washed with water. The organic layer was dried over anhydrous magnesium sulfate and concentrated under reduced pressure, and the obtained residue was purified by silica gel column chromatography (hexane:ethyl acetate=1:3) to give the desired compound (2.41 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08404861B2
Source datasetuspto-grants-2013_03
ORD IDord-7845337b972042fba4c5c1690ae49722
Source noteuspto-grants-2013_03