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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1619688Generated: November 1, 2026

Potassium Fluoride → 3-(3-Nitro-1-(tetrahydro-2H-pyran-2-yl)-1H-pyrazol-4-yl)-3'-(trifluoromethyl)biphenyl-4-ol

https://huagongshe.com/reaction/1619688

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium FluorideHCID 522689—
Reactant3-Iodo-3'-(trifluoromethyl)biphenyl-4-olHCID 58042284—
Reactant3-nitro-1-(tetrahydro-2H-pyran-2-yl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazoleHCID 67122803—
CatalystHCID 178454915HCID 178454915—
SolventTetrahydrofuranHCID 8028—
Product3-(3-Nitro-1-(tetrahydro-2H-pyran-2-yl)-1H-pyrazol-4-yl)-3'-(trifluoromethyl)biphenyl-4-olHCID 5804234561%

Reaction Conditions

Temperature65 °C

Reaction Steps

A mixture of 3-iodo-3′-(trifluoromethyl)biphenyl-4-ol (Preparation 2, 0.5 g, 1.3 mmol), 3-nitro-1-(tetrahydro-2H-pyran-2-yl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole (0.42 g, 1.3 mmol), potassium fluoride (0.39 g, 0.65 mmol) in tetrahydrofuran (10 mL) was degassed. Bis-(tri-t-Butylphosphino)palladium (0) (35 mg, 0.068 mmol) was added and the reaction heated at 65° C. for 4 hours. After cooling the solvent was removed in vacuo and the residue was purified by silica gel chromatography (ethyl acetate:heptane 1:10) to provide the title compound (0.34 g, 61%) as a colourless oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08772293B2
Source datasetuspto-grants-2014_07
ORD IDord-6f17e4e55a9f49f48a1312b7f88184ed
Source noteuspto-grants-2014_07