HuagongsheHuagongshe Chemistry Print Report · For research reference only
Toluene → HCID 54754890, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Toluene | HCID 1140 | — |
| Reactant | Potassium Phosphate, Tribasic | HCID 62657 | — |
| Reactant | Cyclopropylboronic acid | HCID 2760897 | — |
| Reactant | HCID 54754999 | HCID 54754999 | — |
| Catalyst | Bis(tricyclohexylphosphine)palladium(II) Dichloride | HCID 11556747 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 54754890 | HCID 54754890 | 23% |
Reaction Steps
To a mixture of 3-{3-chloro-4-[4-(2,4-dimethylphenyl)piperazine-1-carbonyl]phenyl}oxazolidin-2-one (347 mg) described in Example 21, bis(tricyclohexylphosphine)palladium (II) dichloride (33 mg), tripotassium phosphate (956 mg) and cyclopropylboronic acid (172 mg) were added toluene (4 mL) and water (200 μL), and the mixture was refluxed for 6 hr. After cooling, water was added to the reaction mixture, and the mixture was extracted with chloroform. The organic layer was washed with saturated brine, and the solvent was evaporated. The residue was purified by column chromatography (chloroform:methanol) to give the title compound (81 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08354401B2 |
| Source dataset | uspto-grants-2013_01 |
| ORD ID | ord-37c94d5eadcb466fb3b2de03c7dcb600 |
| Source note | uspto-grants-2013_01 |