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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 23321Generated: October 23, 2026

2,2,3,3-Tetrafluoro-1-propanol → 2-(1-Methyl-3-trifluoromethylpyrazol-5-yloxy)-4-methoxy-6-(2,2,3,3-tetrafluoropropyloxy)pyridine

https://huagongshe.com/en/reaction/23321

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2,2,3,3-Tetrafluoro-1-propanolHCID 6441—
ReactantSodium hydrideHCID 24758—
Reactant2,6-Bis(1-methyl-3-trifluoromethylpyrazol-5-yloxy)-4-methoxypyridineHCID 22572630—
SolventSulfolaneHCID 31347—
SolventEthyl acetate pentaneHCID 22335286—
Product2-(1-Methyl-3-trifluoromethylpyrazol-5-yloxy)-4-methoxy-6-(2,2,3,3-tetrafluoropropyloxy)pyridineHCID 2257264299.2%

Reaction Conditions

Temperature110 °C

Reaction Steps

To a mixture of 2,2,3,3-tetrafluoropropan-1-ol (0.29 g, 2.2 mmol) in dry sulfolane (2 ml) is added NaH (60% in oil, 0.09 g, 2.2 mmol) and 2,6-bis-(1-methyl-3-trifluoromethylpyrazol-5-yloxy)-4-methoxypyridine (0.8 g, 1.8 mmol). After stirring at 110° C. for 3.7 h the mixture is cooled to ambient temperature. The resulting mixture is diluted with pentane/ethyl acetate (by volume ration 1/1) and filtered through a bed of silica gel. The filtrate is washed 10 times with water. The organic layer is dried with anhydrous magnesium sulfate, filtered and evaporated in vacuo. Purification by flash chromatography (silica gel: pentane/ethyl acetate 9/1 v/v) yields the title compound (0.72 g, 57% yield) of m.p. 73-74° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06852673B2
Source datasetuspto-grants-2005_02
ORD IDord-facc9139d28f472d8d74f9b9d1df1032
Source noteuspto-grants-2005_02