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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2194350Generated: November 2, 2026

Ammonium formate → (S)-Hexahydropyrrolo[1,2-A]pyrazin-6(2H)-one

https://huagongshe.com/reaction/2194350

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmonium formateHCID 2723923—
Reactant(S)-2-benzylhexahydropyrrolo[1,2-a]pyrazin-6(2H)-oneHCID 46221966—
CatalystPalladiumHCID 23938—
SolventMethanolHCID 887—
Product(S)-Hexahydropyrrolo[1,2-A]pyrazin-6(2H)-oneHCID 1843980582.1%

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08334286B2
Source datasetuspto-grants-2012_12
ORD IDord-b100fe0e441748f280ae60174923e385
Source noteuspto-grants-2012_12