HuagongsheHuagongshe Chemistry Print Report · For research reference only
Piperidine → (S)-7,7-difluoro-hexahydropyrrolo[1,2-a]pyrazine-1,4-dione
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Piperidine | HCID 8082 | — |
| Reactant | (R)-methyl 1-(2-(((9H-fluoren-9-yl)methoxy)carbonyl)acetyl)-4,4-difluoropyrrolidine-2-carboxylate | HCID 67318151 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | (S)-7,7-difluoro-hexahydropyrrolo[1,2-a]pyrazine-1,4-dione | HCID 67316882 | — |
Reaction Steps
A round bottom flask was charged with (R)-methyl 1-(2-(((9H-fluoren-9-yl)methoxy)carbonyl)acetyl)-4,4-difluoropyrrolidine-2-carboxylate (1.10 g, 2475 μmol) and 25 mL MeOH. Piperidine (1225 μl, 12375 μmol) was added, and the mixture was stirred at RT overnight. The mixture was concentrated and purified by silica gel chromatography, DCM in 90/10 DCM/MeOH to provide (S)-7,7-difluoro-hexahydropyrrolo[1,2-a]pyrazine-1,4-dione as a white solid. GC/MS: [M+H]=191.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08557816B2 |
| Source dataset | uspto-grants-2013_10 |
| ORD ID | ord-04a9f3dc4f544586af9673bac189ad9e |
| Source note | uspto-grants-2013_10 |