Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | HCID 66976840 | HCID 66976840 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 66975649 | HCID 66975649 | 58.2% |
Reaction Steps
To a solution of tert-butyl (6R,7S)-6-(3,4-dichlorophenyl)-7-[(2-oxotetrahydropyrimidin-1(2H)-yl)methyl]-1,4-oxazepane-4-carboxylate (300 mg) in DMF (3 mL) was added sodium hydride (60% in oil, 31 mg), and the mixture was stirred at 0° C. for 30 min. To the reaction mixture was added dropwise methyl iodide (190 mg), and the mixture was stirred at room temperature for 1 hr. Water was added to the reaction mixture, and the mixture was extracted with ethyl acetate. The extract was washed with brine, and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography to give the title compound (180 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08722662B2 |
|---|
| Source dataset | uspto-grants-2014_05 |
|---|
| ORD ID | ord-f9eae56af83c4af0aa5f7586c5288df2 |
|---|
| Source note | uspto-grants-2014_05 |
|---|