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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 238392Generated: October 25, 2026

Cesium carbonate → 2-[(1-Methyl-1H-pyrazol-5-yl)methoxy]-5-(trifluoromethyl)pyridine

https://huagongshe.com/reaction/238392

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
Reactant2-Chloro-5-(trifluoromethyl)pyridineHCID 92342—
Reactant(1,1'-Binaphthalen)-2-yldi-tert-butylphosphineHCID 2734941—
Reactant(1-methyl-1H-pyrazol-5-yl)methanolHCID 11815316—
Catalystpalladium(II) acetateHCID 167845—
SolventTolueneHCID 1140—
SolventDiethyl EtherHCID 3283—
Product2-[(1-Methyl-1H-pyrazol-5-yl)methoxy]-5-(trifluoromethyl)pyridineHCID 8668488867.6%

Reaction Conditions

Temperature100 °C

Reaction Steps

Under a nitrogen atmosphere, a mixture of (1-methyl-1H-pyrazol-5-yl)methanol (200 mg), 2-chloro-5-(trifluoromethyl)pyridine (389 mg), palladium(II) acetate (40 mg), cesium carbonate (870 mg), rac-2-(di-t-butylphosphino)-1,1′-binaphthyl (71 mg) and toluene (9.0 mL) was stirred at 100° C. for 2.5 hours. Thereafter, the reaction solution was diluted with diethyl ether, and was then filtrated with Celite. The filtrate was concentrated under a reduced pressure. The residue was purified by column chromatography (silica gel cartridge, hexane:ethyl acetate=85:15 to 50:50), so as to obtain the title compound (310 mg) in the form of a light yellow oily substance.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08642626B2
Source datasetuspto-grants-2014_02
ORD IDord-8c6de477712d45f29b5d77c8d2732461
Source noteuspto-grants-2014_02