Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Tert-butoxycarbonylalanine | HCID 85082 | — |
| Reactant | HCID 69320966 | HCID 69320966 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 86612120 | HCID 86612120 | — |
Reaction Steps
To a solution of ethyl 4(S)-2-ethyl-8-hydroxy-4-methyl-1-oxo-1,2,3,4-tetrahydro-pyrrolo[1,2-a]-pyrazine-7-carboxylate (6.6 g, 25.8 mmol; prepared in a manner similar to the procedures described in Examples 32 and 45 starting with N-Boc-L-alanine) in DMF (125 mL), potassium carbonate (13.7 g, 99.1 mmol) and iodomethane (1.86 mL, 29.7 mmol) was added. The reaction mixture was stirred at rt over night. The mixture was filtered and the filtrate concentrated under vacuum. The residue was partitioned between dichloromethane and brine. The organic extract was washed with brine, dried over sodium sulfate, filtered, and concentrated under vacuum. The residue was subjected to column chromatography on silica gel eluted with ethyl acetate to give titled material.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US07435735B2 |
|---|
| Source dataset | uspto-grants-2008_10 |
|---|
| ORD ID | ord-d4ba471366114752872c4a062516390b |
|---|
| Source note | uspto-grants-2008_10 |
|---|