Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | HCID 66817673 | HCID 66817673 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 66818226 | HCID 66818226 | 73.5% |
Reaction Steps
A 6 N aqueous sodium hydroxide solution was added to a solution of 4-carbamoyl-4-[(E)-3-(3-trifluoromethyl-phenyl)-acryloylamino]-piperidine-1-carboxylic acid tert-butyl ester (961 mg, 2.27 mmol) in ethanol (20 ml), and the mixture was stirred at room temperature for 22 hours. The reaction solution was quenched with saturated ammonium chloride and then extracted with ethyl acetate. The organic layer was sequentially washed with water and saturated brine, and then dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The resulting residue was purified by silica gel column chromatography to give 4-oxo-2-[(E)-2-(3-trifluoromethyl-phenyl)-vinyl]-1,3,8-triaza-spiro[4.5]dec-1-ene-8-carboxylic acid tert-butyl ester (706 mg, 73%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09169254B2 |
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| Source dataset | uspto-grants-2015_10 |
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| ORD ID | ord-af820e150f8e4d968c6730fee577951c |
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| Source note | uspto-grants-2015_10 |
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