Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | HCID 57659603 | HCID 57659603 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 50896777 | HCID 50896777 | 88.5% |
Reaction Steps
2-(2-Ethyl-5-methyl-2H-pyrazol-3-yl)-acetamide (2.0 g, 11.96 mmol) was dissolved in dioxane (180 ml) followed by the addition of pyridine (1.89 g, 23.9 mmol). The resulting solution was cooled to 0° C. and TFM (2.76 g, 13.16 mmol) was added drop by drop. The suspension was then slowly warmed to rt and stirring was continued in total for 4 h. The volatiles were removed under reduced pressure, the residue was dissolved in DCM (150 ml), washed with water (2×100 ml), dried over magnesium sulfate, filtered and concentrated under reduced pressure. After flash-chromatography (silicagel; DCM/methanol=40/1), 1.58 g (88%) of (2-ethyl-5-methyl-2H-pyrazol-3-yl)-acetonitrile was obtained. LC-MS: tR=0.65 min; [M+H]+=150.18.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07834028B2 |
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| Source dataset | uspto-grants-2010_11 |
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| ORD ID | ord-ca79fe6421fc4a3b80c91f9fba8ed25c |
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| Source note | uspto-grants-2010_11 |
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