HuagongsheHuagongshe Chemistry Print Report · For research reference only
HCID 10172554, compound → (5R)-3-[3-Fluoro-4-(4-methyl-1H-imidazol-1-yl)phenyl]-5-[4-(fluoromethyl)-1H-1,2,3-triazol-1-ylmethyl]oxazolidin-2-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | HCID 10172554 | HCID 10172554 | — |
| Reactant | HCID 178496052 | HCID 178496052 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | (5R)-3-[3-Fluoro-4-(4-methyl-1H-imidazol-1-yl)phenyl]-5-[4-(fluoromethyl)-1H-1,2,3-triazol-1-ylmethyl]oxazolidin-2-one | HCID 10126360 | 16% |
Reaction Steps
Bis[(2-methoxyethyl)amino]sulfur trifluoride (150 μl, 0.81 mmol) was added to a solution of (5R)-3-[3-fluoro-4-(4-methyl-1H-imidazol-1-yl)phenyl]-5-[4-(hydroxymethyl)-1H-1,2,3-triazol-1-ylmethyl]-1,3-oxazolidin-2-one (Example 48) (222 mg, 0.60 mmol) in dichloromethane (2 ml) at −78° C. The reaction mixture was allowed to gradually warm to room temperature. After 20 hours, the reaction mixture was heated to 40° C. for 3 hours before cooling to room temperature and quenching with methanol. Chromatography on silica gel with 7.5% methanol in dichloromethane gave 36 mg of product.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07199143B2 |
| Source dataset | uspto-grants-2007_04 |
| ORD ID | ord-4fec0956ee7a4628bcbd9ff2728bb2cd |
| Source note | uspto-grants-2007_04 |