Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | HCID 86618515 | HCID 86618515 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 86618516 | HCID 86618516 | — |
Reaction Steps
A 1 mol/L aqueous sodium hydroxide solution (15 mL, 15 mmol) was added under cooling with ice to a solution of ethyl 4-[(3S,4S)-3-(tert-butoxycarbonyl)amino-4-methylpyrrolidin-1-yl]-2,5-difluoro-3-methylbenzoate (2.51 g, 6.30 mmol) in ethanol (20 mL), followed by stirring at room temperature for 20 hours. The resultant mixture was neutralized with 1 mol/L hydrochloric acid under cooling with ice, and ethanol was removed under reduced pressure. Subsequently, 1 mol/L hydrochloric acid was added to the residue, and the mixture was extracted with ethyl acetate (200 mL×2), followed by drying over anhydrous sodium sulfate. After filtration, the filtrate was concentrated under reduced pressure, and dried under reduced pressure (solvent), to thereby yield the title compound as a yellow oily substance (2.20 g, quantitative amount). The product was employed, without further purification, in the subsequent step.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07977327B2 |
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| Source dataset | uspto-grants-2011_07 |
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| ORD ID | ord-ca95e499ec314d13b05ab02888fb1307 |
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| Source note | uspto-grants-2011_07 |
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