Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | HCID 66696822 | HCID 66696822 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 59738190 | HCID 59738190 | — |
Reaction Steps
To a solution of ethyl 3-(3-{3-[4-(2-bromo-5-fluorophenoxy)piperidin-1-yl]-1,2,4-oxadiazol-5-yl}-1H-pyrazol-1-yl)propanoate (75 mg, 0.148 mmol) in dioxane (492 μL) was added acetic acid (253 μL, 4.43 mmol) and conc. HCl (363 μL, 4.43 mmol). The mixture was heated at 90° C. for 1 h. The solvent was evaporated to one-third its volume, diluted with water (2 mL) and extracted with EtOAc (2×2 mL). The combined organic fractions were extracted with 1N NaOH (1 mL), the aqueous layer was acidified with 2N HCl (1 mL) and extracted with EtOAc (3×2 mL). The combined organic fractions were dried over Na2SO4 and the solvent was evaporated. The product was triturated with hexanes (2×2 mL) and dried under high vacuum to give the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08063224B2 |
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| Source dataset | uspto-grants-2011_11 |
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| ORD ID | ord-f613debd84e44c96835249c48740358f |
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| Source note | uspto-grants-2011_11 |
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