HuagongsheHuagongshe Chemistry Print Report · For research reference only
Azetidine → HCID 86704649, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Azetidine | HCID 10422 | — |
| Reactant | HCID 86704650 | HCID 86704650 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 86704649 | HCID 86704649 | 100% |
Reaction Steps
To methyl 3′-[4-{[(4S,5R)-5-(3,5-dichlorophenyl)-4-methyl-2-oxo-1,3-oxazolidin-3-yl]methyl}-2-(methylsulfonyl)pyrimidin-5-yl]-4′-methoxy-2-methylbiphenyl-4-carboxylate (81 mg, 0.121 mmol) in THF (1.6 mL) was added azetidine (40.7 μL, 0.604 mmol). The reaction was subjected to microwave irradiation at 100° C. for 15 min. The reaction was concentrated, then dissolved in ethyl acetate and washed with water (2×), brine, dried (Na2SO4), filtered, concentrated. The crude reaction was purified by column chromatography to yield methyl 3′-[2-(azetidin-1-yl)-4-{[(4S,5R)-5-(3,5-dichlorophenyl)-4-methyl-2-oxo-1,3-oxazolidin-3-yl]methyl}pyrimidin-5-yl]-4′-methoxy-2-methylbiphenyl-4-carboxylate (78 mg, 0.121 mmol). LCMS calc.=647.2. found=647.4.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09221834B2 |
| Source dataset | uspto-grants-2015_12 |
| ORD ID | ord-96f34e0c9d8d4d8c95910e5d32768423 |
| Source note | uspto-grants-2015_12 |