Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | HCID 67296435 | HCID 67296435 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 67296019 | HCID 67296019 | 90% |
Reaction Steps
{3-[(1R,3S)-3-{(tert-Butoxycarbonyl)[(1R)-1-(naphthalen-1-yl)ethyl]amino}cyclopentyl]phenyl}acetic acid (417 mg, 0.88 mmol) was dissolved in 1,4-dioxane (6 mL), followed by addition of a 1,4-dioxane solution of 4N hydrochloric acid (2 mL), and the mixture was stirred for 2 days at room temperature. The reaction solvent was distilled off under reduced pressure, followed by addition of water and methylene chloride. Then, the mixture was neutralized with a 1N aqueous sodium hydroxide solution, and was then extracted with methylene chloride. After the extracted solution was dried over anhydrous magnesium sulfate, the solvent was distilled off under reduced pressure. The obtained residue was dissolved in methylene chloride (6 mL), followed by addition of an ethyl acetate solution of 1N hydrochloric acid (2 mL), and then the solvent was distilled off under reduced pressure. Hexane was added to the residue, followed by ultrasonic wave treatment, and then the solid matter generated was collected by filtration to give the title compound (324 mg, 90%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09133140B2 |
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| Source dataset | uspto-grants-2015_09 |
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| ORD ID | ord-e41744eee89e41658f36907c406e6d64 |
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| Source note | uspto-grants-2015_09 |
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