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
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | N-methyl-2-pyrrolidone | HCID 13387 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | HCID 86758877 | HCID 86758877 | — |
| Reactant | HCID 178429419 | HCID 178429419 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Ethyl acetate pentane | HCID 22335286 | — |
| Product | 2-(1-Methyl-3-trifluoromethylpyrazol-5-yloxy)-4-methyl-6-(3-trifluoromethylthioprop-2-enyloxy)pyridine | HCID 73453970 | 18.4% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06534447B1 |
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| Source dataset | uspto-grants-2003_03 |
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| ORD ID | ord-78413f2dcc634a48a9be8c52de2fb8a5 |
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| Source note | uspto-grants-2003_03 |
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