Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 4-Methylenecyclohexylmethanol | HCID 13860 | — |
| Reactant | Potassium Fluoride | HCID 522689 | — |
| Reactant | HCID 12135150 | HCID 12135150 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | HCID 10160441 | HCID 10160441 | 68.1% |
Reaction Steps
5-Chloro-1-(5-methanesulfonyl-pyridin-2-yl)-3-trifluoromethyl-1H-pyrazole-4-carbonitrile (0.35 g, 1 mmol) and (4-methylene-cyclohexyl)-methanol (0.252 g, 2 mmol) were dissolved in dry dimethylsulfoxide (DMSO) (5 ml) and potassium fluoride (0.116 g, 2 mmol) was added to the clear solution. The resulting mixture was stirred at 20° for a period of 48 hours. Analytical HPLC indicated the reaction completion. The reaction mixture was poured into water (50 ml) and the resulting mixture was extracted with ethyl acetate (20 ml). The organic extract was dried over magnesium sulfate and concentrated with a rotary evaporator. The desired product (0.3 g, 68%) was isolated by chromatography on silica gel eluting with a solution of 15% of ethyl acetate and 15% of acetone in hexane. MS: 440, r.t.: 3.0.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06794512B2 |
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| Source dataset | uspto-grants-2004_09 |
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| ORD ID | ord-8d9ab7bd44374d7886b8846bcb39788b |
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| Source note | uspto-grants-2004_09 |
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