Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | HCID 57558083 | HCID 57558083 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 11857097 | HCID 11857097 | 32% |
Reaction Steps
Potassium carbonate (17 mg, 0.121 mmol) was added to a methanol solution (2 ml) that contained the (S)-2-acetoxy-2-{(S)-2-oxo-3-[1-oxo-3-(2-trifluoromethylphenyl)-1,2-dihydroisoquinolin-7-yl]oxazolidin-5-yl}ethyl acetate (25 mg, mmol) obtained in step B. The obtained mixture was stirred at a room temperature for 1.5 hours. Thereafter, the reaction solution was neutralized with 1 N hydrochloric acid, and the resultant was then extracted with methylene chloride. The extract was washed with water and a saturated saline solution, and was then dried over anhydrous sodium sulfate. Thereafter, the solvent was distilled away under reduced pressure. The obtained residue was purified by silica gel column chromatography (methylene chloride:methanol=20:1) and preparative HPLC, so as to obtain 7-[(S)-5-((S)-1,2-dihydroxyethyl)-2-oxooxazolidin-3-yl]-3-(2-trifluoromethylphenyl)-2H-isoquinolin-1-one (6.7 mg, 32%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07820693B2 |
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| Source dataset | uspto-grants-2010_10 |
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| ORD ID | ord-5eb5e6e139964bf8b9cdf9c267775846 |
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| Source note | uspto-grants-2010_10 |
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