HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ammonium formate → (S)-Hexahydropyrrolo[1,2-A]pyrazin-6(2H)-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ammonium formate | HCID 2723923 | — |
| Reactant | (S)-2-benzylhexahydropyrrolo[1,2-a]pyrazin-6(2H)-one | HCID 46221966 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | (S)-Hexahydropyrrolo[1,2-A]pyrazin-6(2H)-one | HCID 18439805 | 82.1% |
Reaction Steps
A mixture of (S)-(−)-2-benzylhexahydropyrrolo[1,2-a]pyrazin-6(7H)-one (2 g, 8.69 mmol), ammonium formate (3.83 g, 60.8 mmol) and 10% Pd/C (500 mg) in MeOH (90 ml) was refluxed for 2 hours. After cooling to room temperature, the catalyst was filtered off and the solvent evaporated under vacuum. The residue was purified by flash chromatography (DCM/MeOH/32% NH4OH, 70/30/3 respectively) to afford the title compound as a colourless oil (1 g, 82% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08334286B2 |
| Source dataset | uspto-grants-2012_12 |
| ORD ID | ord-b100fe0e441748f280ae60174923e385 |
| Source note | uspto-grants-2012_12 |