Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | 1-(2,4-Xylyl)piperazine | HCID 70544 | — |
| Reactant | 4-(4,6-Dimethoxy[1.3.5]triazin-2-yl)-4-methylmorpholinium chloride hydrate | HCID 23149411 | — |
| Reactant | HCID 58484727 | HCID 58484727 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 67381033 | HCID 67381033 | 61.3% |
Reaction Steps
To methyl (R)-4-(4-benzyl-2-oxooxazolidin-3-yl)benzoate (0.19 g) described in Preparation Example 22 were added 1N aqueous sodium hydroxide solution (0.92 mL), methanol (5 mL) and 1,4-dioxane (1 mL), and the mixture was stirred at 65° C. for 7 hr. 1N hydrochloric acid (0.92 mL) was added, 1-(2,4-dimethylphenyl)piperazine (0.116 g) and 4-(4,6-dimethoxy[1.3.5]triazin-2-yl)-4-methylmorpholinium chloride hydrate (0.17 g) were added, and the mixture was stirred at room temperature. After completion of the reaction, the mixture was extracted with ethyl acetate, washed with saturated brine, and the solvent was evaporated. The residue was purified by column chromatography (chloroform) to give the title compound (175.4 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08354401B2 |
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| Source dataset | uspto-grants-2013_01 |
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| ORD ID | ord-28a3db7a40c34947a4f525dd4d38a4be |
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| Source note | uspto-grants-2013_01 |
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