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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 522317Generated: October 27, 2026

Trimethylaluminum → 3-[[1-(4-Fluorophenyl)-5-isopropylpyrazol-4-yl]amino]-3-[2-methyl-4-(trifluoromethyl)imidazol-1-yl]propan-1-ol

https://huagongshe.com/reaction/522317

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrimethylaluminumHCID 16682925—
Reactant1-(4-Fluorophenyl)-5-isopropyl-pyrazol-4-amineHCID 66425724—
Reactant3-[2-Methyl-4-(trifluoromethyl)imidazol-1-yl]tetrahydrofuran-2-oneHCID 86723031—
SolventAmmonium HydroxideHCID 14923—
Product3-[[1-(4-Fluorophenyl)-5-isopropylpyrazol-4-yl]amino]-3-[2-methyl-4-(trifluoromethyl)imidazol-1-yl]propan-1-olHCID 8672303024%

Reaction Conditions

Temperature55 °C

Reaction Steps

A mixture of 1-(4-fluorophenyl)-5-isopropyl-pyrazol-4-amine (0.070 g, 0.32 mmol), 3-[2-methyl-4-(trifluoromethyl)imidazol-1-yl]tetrahydrofuran-2-one (0.070 g, 0.30 mmol) and AlMe3 (0.50 mL, 1.0 mmol, 2 M/toluene) was heated at 55° C. for 1.5 hrs. The mixture was then cooled to room temperature, diluted with aqueous ammonium hydroxide, and extracted with EtOAc. The organic layer was separated, dried over anhydrous sodium sulfate, concentrated in vacuo, and purified by flash chromatography (SiO2, 0˜20% MeOH/CH2Cl2 gradient elution) to give 3-[[1-(4-fluorophenyl)-5-isopropylpyrazol-4-yl]amino]-3-[2-methyl-4-(trifluoromethyl)imidazol-1-yl]propan-1-ol (0.030 g, 24%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09328116B2
Source datasetuspto-grants-2016_05
ORD IDord-d3fe0f7fe50147b5bbd43efbdbda4cba
Source noteuspto-grants-2016_05