Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | Potassium tert-butoxide | HCID 23665647 | — |
| Reactant | HCID 58243902 | HCID 58243902 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 58243590 | HCID 58243590 | 62.1% |
Reaction Steps
Methanol (0.060 ml) was added to a solution of potassium tert-butoxide (130 mg) in THF (6 ml) under ice cooling, followed by stirring for 15 minutes under ice cooling. 2-fluoro-4-{4-methyl-5-[1-methyl-1-(2,4,6-trifluorophenoxy)ethyl]-4H-1,2,4-triazol-3-yl}benzonitrile (300 mg) was added to the reaction mixture, followed by stirring for one hour, while slowly elevating to room temperature. Water was added to the reaction solution, followed by extraction with ethyl acetate, the organic layer was washed with saturated brine and dried over anhydrous magnesium sulfate, and the solvent was then evaporated. The residue was purified by silica gel column chromatography (hexane:ethyl acetate=100:0 to 30:70 linear gradient) to obtain 2-methoxy-4-{4-methyl-5-[1-methyl-1-(2,4,6-trifluorophenoxy)ethyl]-4H-1,2,4-triazol-3-yl}benzonitrile (192 mg), as a colorless solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08377923B2 |
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| Source dataset | uspto-grants-2013_02 |
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| ORD ID | ord-aee5de1945294afd969c9fd4817403dd |
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| Source note | uspto-grants-2013_02 |
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