Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Cyanamide | HCID 9864 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | p-Toluenesulfonic acid monohydrate | HCID 521998 | — |
| Reactant | HCID 66633947 | HCID 66633947 | — |
| Solvent | Ethanol | HCID 702 | — |
| Solvent | Triethylamine | HCID 8471 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 66779286 | HCID 66779286 | 24.5% |
Reaction Steps
1-Amino-3-(2-trifluoromethylbenzyl)piperidin-2-one (916 mg) and cyanamide (849 mg) were dissolved in ethanol (15 mL). p-Toluenesulfonic acid monohydrate (961 mg) was added and the mixture was heated under reflux at 80° C. for 3.5 hours. After cooling to room temperature, triethylamine (2.3 mL) was added and the mixture was further heated under reflux at 80° C. for four days. A sodium bicarbonate solution and ethyl acetate were added to the reaction solution, and the organic layer was separated. The resulting organic layer was washed with brine and then dried over anhydrous sodium sulfate. The drying agent was separated by filtration and then the organic layer was concentrated under reduced pressure. The resulting solid was washed with ethyl acetate to obtain the title compound (244 mg). The property values of the compound are as follows.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08754100B2 |
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| Source dataset | uspto-grants-2014_06 |
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| ORD ID | ord-6f4bb71ed63740308333d06bf8bcd7c6 |
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| Source note | uspto-grants-2014_06 |
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