Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Potassium tert-butoxide | HCID 23665647 | — |
| Reactant | HCID 66818449 | HCID 66818449 | — |
| Solvent | tert-Butanol | HCID 6386 | — |
| Product | HCID 66818042 | HCID 66818042 | — |
Reaction Steps
Potassium t-butoxide (1.01 g, 8.97 mmol) was added to a solution of 4-carbamoyl-4-(3-chloro-2-fluoro-benzoylamino)-piperidine-1-carboxylic acid tert-butyl ester (1.20 g, 2.99 mmol) in tBuOH (30.0 ml) at room temperature, and the mixture was stirred at 40° C. for six hours. The reaction mixture was adjusted to pH 6 by adding 2 N HCl and then extracted with AcOEt three times. The organic layers were sequentially washed with H2O (×2) and saturated brine, and then dried over Na2SO4 and concentrated under reduced pressure. The residue was purified by column chromatography (hexane/AcOEt=90:10→50:50) to give 2-(3-chloro-2-fluoro-phenyl)-4-oxo-1,3,8-triaza-spiro[4.5]dec-1-ene-8-carboxylic acid tert-butyl ester as a colorless form (1.13 g, 99%).
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-945d56844472460a9abd01adaee15887 |
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| Source note | uspto-grants-2015_10 |
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