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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2194355Generated: October 26, 2026

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

https://huagongshe.com/reaction/2194355

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmonium formateHCID 2723923—
Reactant(R)-(+)-2-Benzylhexahydropyrrolo[1,2-a]pyrazin-6(7H)-oneHCID 44302580—
CatalystPalladiumHCID 23938—
SolventMethanolHCID 887—
Product(R)-Hexahydropyrrolo[1,2-a]pyrazin-6(2H)-oneHCID 1137854090.3%

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08334286B2
Source datasetuspto-grants-2012_12
ORD IDord-2a39445ae0574cb596025caf6b9360b1
Source noteuspto-grants-2012_12