Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | HCID 10374773 | HCID 10374773 | — |
| Reactant | HCID 68879337 | HCID 68879337 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 57527013 | HCID 57527013 | 39.1% |
Reaction Steps
(5R)-3-[3,5-Difluoro-4-(1,2,3,6-tetrahydropyridin-4-yl)phenyl]-5-[(4-methyl-1,2,3-triazol-1-yl)methyl]oxazolidin-2-one hydrochloride (Intermediate 53) (1.13 g, 2.75 mmol) was suspended in dichloromethane (20 ml). Pyridine (2.22 ml, 27.50 mmol) was added and the solution was cooled to 0° C. A solution of (4S)-2,2-dimethyl-1,3-dioxolane-4-carbonyl chloride (WO 01/81350, 0.89 g, 5.43 mmol) in dichloromethane (10 ml) was added. After 2 hours, the solution was poured into water, the organic phase was washed with brine, dried over magnesium sulfate and concentrated under vacuum. Chromatography on silica gel with ethyl acetate gave 542 mg of the title product.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US07473699B2 |
|---|
| Source dataset | uspto-grants-2009_01 |
|---|
| ORD ID | ord-d526dc98039c49b0baa33d41bc63cb28 |
|---|
| Source note | uspto-grants-2009_01 |
|---|