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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1861595Generated: November 1, 2026

N-methyl-2-pyrrolidone → 2-(1-Methyl-3-trifluoromethylpyrazol-5-yloxy)-4-methyl-6-(3-trifluoromethylthioprop-2-enyloxy)pyridine

https://huagongshe.com/reaction/1861595

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN-methyl-2-pyrrolidoneHCID 13387—
ReactantSodium hydrideHCID 24758—
ReactantHCID 86758877HCID 86758877—
ReactantHCID 178429419HCID 178429419—
SolventDimethylformamideHCID 6228—
SolventEthyl acetate pentaneHCID 22335286—
Product2-(1-Methyl-3-trifluoromethylpyrazol-5-yloxy)-4-methyl-6-(3-trifluoromethylthioprop-2-enyloxy)pyridineHCID 7345397018.4%

Reaction Conditions

Temperature120 °C

Reaction Steps

1-Bromo-3-(trifluoromethylthio)-prop-2-ene (1.05 g, Example B) is added to a mixture of 1A (1.08 g), sodium hydride (60% in oil, 0.18 g) and N-methylpyrrolidone (20 ml) and DMF (1 ml). The reaction mixture is stirred for 6 hours at 120° C. The remaining sodium hydride is deactivated and 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 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 10/1 v/v) yields 0.3 g of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06534447B1
Source datasetuspto-grants-2003_03
ORD IDord-78413f2dcc634a48a9be8c52de2fb8a5
Source noteuspto-grants-2003_03