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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1620833Generated: October 26, 2026

Hydrochloric Acid → 5-[2-(2,2,2-Trifluoro-1-hydroxy-ethyl)-phenyl]-pyridine-2-carbonitrile

https://huagongshe.com/reaction/1620833

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactant(Trifluoromethyl)trimethylsilaneHCID 552549—
ReactantTetrabutylammonium FluorideHCID 2724141—
Reactant5-(2-Formylphenyl)picolinonitrileHCID 86621089—
SolventTetrahydrofuranHCID 8028—
Product5-[2-(2,2,2-Trifluoro-1-hydroxy-ethyl)-phenyl]-pyridine-2-carbonitrileHCID 6674351095%

Reaction Steps

Tetrabutylammonium fluoride (5.3 μl, 1.0 M solution in tetrahydrofuran) was added to a solution of 5-(2-formyl-phenyl)-pyridine-2-carbonitrile (110 mg, 0.53 mmol) and trifluoromethyltrimethylsilane (120 μl, 0.81 mmol) in 5 ml THF at 0° C. The formed mixture was warmed up to room temperature and stirred at room temperature for 4 hours. The reaction mixture was then treated with 5 ml of 1N HCl and stirred at room temperature overnight. The product was extracted with ethyl acetate (3×50 ml). The organic layer was separated and dried over sodium sulfate. The organic solvent was evaporated to give 140 mg of 5-[2-(2,2,2-trifluoro-1-hydroxy-ethyl)-phenyl]-pyridine-2-carbonitrile, yield 95%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08772482B2
Source datasetuspto-grants-2014_07
ORD IDord-b58fa828f60e478d82fe384c7f049d9e
Source noteuspto-grants-2014_07