Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Potassium Hydroxide | HCID 14797 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | HCID 70869527 | HCID 70869527 | — |
| Solvent | Ethanol | HCID 702 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 66574918 | HCID 66574918 | — |
Reaction Steps
A solution of sodium hydroxide (0.13 g, 0.0033 mol) and potassium hydroxide (85% assay, 0.22 g, 0.0033 mol) in demineralized water (5 mL) is added to a solution of 1-{4-[5-(3-chloro-4-cyclopentylphenyl)-[1,2,4]-oxadiazol-3-yl]-benzyl}-4-methylpiperidine-4-carboxylic acid ethyl ester (0.43 g, 0.0008 mol) in a mixture of tetrahydrofuran and ethanol (1:1), 10 ML. The reaction mixture is heated at 80° C. temperature for 3 hrs. It is then concentrated under reduced pressure to give a crude residue which is treated with demineralized water (20 mL) and acidified to pH˜4-5 with 20% aqueous acetic acid solution (10 mL). The resultant solid is filtered, dried and washed with demineralized water (1×20 mL) and acetone (2×5 mL) respectively. Finally it is dried under reduced pressure to get 1-{4-[5-(3-chloro-4-cyclopentylphenyl)-[1,2,4]-oxadiazol-3-yl]-benzyl}-4-methylpiperidine-4-carboxylic acid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09266867B2 |
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| Source dataset | uspto-grants-2016_02 |
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| ORD ID | ord-bb82652c9f93437d80a85da83860c7e1 |
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| Source note | uspto-grants-2016_02 |
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