Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | 1,3-Cyclohexanedione | HCID 10434 | — |
| Reactant | 2-(Trifluoromethyl)pyridin-4-amine | HCID 10261388 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 86732347 | HCID 86732347 | — |
Reaction Steps
A mixture of cyclohexane-1,3-dione (2.00 g, 17.8 mmol), 4-amino-2-trifluormethylpyridine (2.89 g, 17.8 mmol) and glacial acetic acid (10 mL) is heated at 130° C. for 4 h. The mixture cooled at room temperature, diluted with ethyl acetate and extracted three times with water. The phases are separated, and the aqueous layer is extracted with ethyl acetate. The combined organic layers are dried over Na2SO4 and concentreated under reduced pressure. The residue is purified by flash chromatography on silica (gradient dichloromethane/is methanol 95:5). Yield: 940 mg; ESI mass spectrum [M+H]+=257; Retention time HPLC: 0.80 min (V011_S01).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09115093B2 |
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| Source dataset | uspto-grants-2015_08 |
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| ORD ID | ord-8d35a4dd770c42f381abdc057c4c0675 |
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| Source note | uspto-grants-2015_08 |
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