HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl Acetate → HCID 86630541, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | [3-(Piperidin-1-yl)phenyl]boronic acid | HCID 17982644 | — |
| Reactant | (4S,5R)-5-[3,5-bis(trifluoromethyl)phenyl]-3-[2-iodo-5-(trifluoromethyl)benzyl]-4-methyl-1,3-oxazolidin-2-one | HCID 53363742 | — |
| Catalyst | Tetrakis(triphenylphosphine)palladium | HCID 11979704 | — |
| Solvent | Hexane | HCID 8058 | — |
| Solvent | Ethanol toluene water | HCID 86587398 | — |
| Product | HCID 86630541 | HCID 86630541 | — |
Reaction Steps
A mixture of (4S,5R)-5-[3,5-bis(trifluoromethyl)phenyl]-3-[2-iodo-5-(trifluoromethyl)-benzyl]-4-methyl-1,3-oxazolidin-2-one (0.05 g, 0.084 mmol), 3-(piperidino)phenyl boronic acid (0.040 g, 0.167 mmol), tetrakis(triphenylphosphine) palladium (5% mol) and sodium carbonate (0.019 g, 0.18 mmol) in 7 ml of water/EtOH/toluene (1:2:4) was heated to reflux for 4 h. TLC (EtOAc:hexane/1:1) showed that the reaction was over. The solvents were removed. Water (10 ml) was added. The organic was extracted with methylene chloride (3×10 ml). The combined methylene chloride layers were washed with brine, and dried over sodium sulfate. The title compound was obtained after flash column using EtOAc:hexane/6:4 as the eluant. LC-MS (M+1): 631.1.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07915271B2 |
| Source dataset | uspto-grants-2011_03 |
| ORD ID | ord-fb3ad5e3148844d5bcf57aed8e7df957 |
| Source note | uspto-grants-2011_03 |