HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ammonium formate → (R)-Hexahydropyrrolo[1,2-a]pyrazin-6(2H)-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ammonium formate | HCID 2723923 | — |
| Reactant | (R)-(+)-2-Benzylhexahydropyrrolo[1,2-a]pyrazin-6(7H)-one | HCID 44302580 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | (R)-Hexahydropyrrolo[1,2-a]pyrazin-6(2H)-one | HCID 11378540 | 90.3% |
Reaction Steps
A mixture of (R)-(+)-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 (550 mg) in MeOH (90 ml) was refluxed for 3 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 (1.1 g, 90% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08334286B2 |
| Source dataset | uspto-grants-2012_12 |
| ORD ID | ord-2a39445ae0574cb596025caf6b9360b1 |
| Source note | uspto-grants-2012_12 |