HuagongsheHuagongshe Chemistry Print Report · For research reference only
Chloroform → (R)-4-isopropyl-3-[4-(4-p-tolyloxypiperidine-1-carbonyl)phenyl]oxazolidin-2-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Chloroform | HCID 6212 | — |
| Reactant | 4-(4-Methylphenoxy)piperidine | HCID 3837497 | — |
| 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 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | (R)-4-isopropyl-3-[4-(4-p-tolyloxypiperidine-1-carbonyl)phenyl]oxazolidin-2-one | HCID 67380846 | 23.2% |
Reaction Steps
To a mixture of (R)-4-(4-isopropyl-2-oxooxazolidin-3-yl)benzoic acid (499 mg) described in Preparation Example 18, 4-(p-tolyloxy)piperidine (383 mg) and 4-(4,6-dimethoxy[1.3.5]triazin-2-yl)-4-methylmorpholinium chloride hydrate (DMT-MM) (829 mg) were added chloroform (3 mL) and methanol (3 mL), 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 (196 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08354401B2 |
| Source dataset | uspto-grants-2013_01 |
| ORD ID | ord-746be08133ea47d7ba390b4866ca8402 |
| Source note | uspto-grants-2013_01 |