Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | HCID 86693756 | HCID 86693756 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 86693755 | HCID 86693755 | 93.5% |
Reaction Steps
Potassium carbonate (12.7 g, 91.6 mmol) was added to a methanol (360 mL) solution of the obtained tert-butyl 4-{5-[(1S)-1-acetoxyethyl]-1,2,4-oxadiazol-3-yl}-2-fluorobenzoate (32.1 g, 91.6 mmol) under ice cooling, and the mixture was stirred at the same temperature for 30 minutes. 2 N Hydrochloric acid was added to the reaction mixture at the same temperature until a pH value of 6.0 was obtained, and the solvent was distilled off under reduced pressure. Water was added to the resulting residue, and the mixture was subjected to extraction twice with ethyl acetate. The organic layer thus obtained was dried over anhydrous sodium sulfate. The solvent was distilled off under reduced pressure, and the resulting residue was solidified by using hexane. Thus, the title compound (26.4 g, yield: 93%) was obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09006273B2 |
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| Source dataset | uspto-grants-2015_04 |
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| ORD ID | ord-0e57285bbf6843d79bf4bdee05fbeb55 |
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| Source note | uspto-grants-2015_04 |
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