HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cesium carbonate → 4-Benzyl-3-{2-[5-(3,5-difluoro-benzyloxy)-4'-trifluoromethyl-biphenyl-3-yl]-4-methyl-pentanoyl}-oxazolidin-2-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 3,5-Difluorobenzyl bromide | HCID 518896 | — |
| Reactant | 4-Benzyl-3-[2-(5-hydroxy-4'-trifluoromethyl-biphenyl-3-yl)-4-methyl-pentanoyl]-oxazolidin-2-one | HCID 66698262 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | 4-Benzyl-3-{2-[5-(3,5-difluoro-benzyloxy)-4'-trifluoromethyl-biphenyl-3-yl]-4-methyl-pentanoyl}-oxazolidin-2-one | HCID 67266529 | — |
Reaction Steps
To a solution of 4-benzyl-3-[2-(5-hydroxy-4′-trifluoromethyl-biphenyl-3-yl)-4-methyl-pentanoyl]-oxazolidin-2-one (18.77 g, 36.73 mmol) in acetonitrile (184 mL) at 0° C. was added 1-bromomethyl-3,5-difluoro-benzene (7.13 mL, 55.10 mmol) and Cs2CO3 (23.94 g, 73.46 mmol) in portions over 5 minutes. The resulting white suspension was stirred at room temperature for 2 h. The white solid was filtered off and the solvent was removed in vacuo to obtain relatively pure 4-benzyl-3-{2-[5-(3,5-difluoro-benzyloxy)-4′-trifluoromethyl-biphenyl-3-yl]-4-methyl-pentanoyl}-oxazolidin-2-one.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07897643B2 |
| Source dataset | uspto-grants-2011_03 |
| ORD ID | ord-396ba894cddd439e91bb187e7765fada |
| Source note | uspto-grants-2011_03 |