Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 3,4-Difluorophenol | HCID 75927 | — |
| Reactant | HCID 19609779 | HCID 19609779 | — |
| Solvent | Sulfolane | HCID 31347 | — |
| Solvent | Ethyl acetate pentane | HCID 22335286 | — |
| Product | HCID 17966051 | HCID 17966051 | 53.4% |
Reaction Steps
A mixture of 2-(1-methyl-3-trifluoromethylpyrazol-5-yloxy)-4-methyl-3,5,6-trifluoropyridine (1.2 g, 4 mmol; see Example 2), 60% sodium hydride (0.2 g, 4 mmol) and 3,4-difluorophenol (0.65 g, 5 mmol) in anhydrous sulfolane (5 ml) is heated to 90° C. overnight. The reaction mixture is diluted with pentane/ethyl acetate (1/1 by volume) and filtered through a bed of silica gel. The filtrate is washed 8 times with water, the organic layer is dried with anhydrous magnesium sulfate, and the solvents are removed in vacuo. The residue is purified by a flash silica gel chromatography using pentane/ethyl acetate in a ratio of 9/1. 0.9 g (53% yield) of the title compound are obtained as a colourless solid, m.p. 93° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05981437 |
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| Source dataset | uspto-grants-1999_11 |
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| ORD ID | ord-77bfad3b4f4648d9b1f26086e1bc5bf5 |
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| Source note | uspto-grants-1999_11 |
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