HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-Methylmorpholine → (R)-3-{4-[4-(2-ethyl-4-methylphenyl)piperazine-1-carbonyl]phenyl}-4-isopropyloxazolidin-2-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-Methylmorpholine | HCID 7972 | — |
| Reactant | 4-(4,6-Dimethoxy[1.3.5]triazin-2-yl)-4-methylmorpholinium chloride hydrate | HCID 23149411 | — |
| Reactant | (R)-4-(4-isopropyl-2-oxooxazolidin-3-yl)benzoic acid | HCID 58484694 | — |
| Reactant | 1-(2-Ethyl-4-methylphenyl)piperazine hydrochloride | HCID 67381019 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Chloroform | HCID 6212 | — |
| Product | (R)-3-{4-[4-(2-ethyl-4-methylphenyl)piperazine-1-carbonyl]phenyl}-4-isopropyloxazolidin-2-one | HCID 67381241 | 10.4% |
Reaction Steps
To a mixture of (R)-4-(4-isopropyl-2-oxooxazolidin-3-yl)benzoic acid (482 mg) described in Preparation Example 18, 1-(2-ethyl-4-methylphenyl)piperazine hydrochloride (499 mg), which is the intermediate described in Preparation Example 15, and 4-(4,6-dimethoxy[1.3.5]triazin-2-yl)-4-methylmorpholinium chloride hydrate (DMT-MM) (829 mg) were added chloroform (3 mL), methanol (3 mL) and N-methylmorpholine (220 μL), and the mixture was stirred at room temperature overnight. After evaporation of the solvent, the residue was purified by column chromatography (hexane:ethyl acetate) to give the title compound (88 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08354401B2 |
| Source dataset | uspto-grants-2013_01 |
| ORD ID | ord-f5076786e4394f44b59fc41b8ec0235e |
| Source note | uspto-grants-2013_01 |