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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 503622Generated: November 4, 2026

Piperidine → (S)-7,7-difluoro-hexahydropyrrolo[1,2-a]pyrazine-1,4-dione

https://huagongshe.com/reaction/503622

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPiperidineHCID 8082—
Reactant(R)-methyl 1-(2-(((9H-fluoren-9-yl)methoxy)carbonyl)acetyl)-4,4-difluoropyrrolidine-2-carboxylateHCID 67318151—
SolventMethanolHCID 887—
Product(S)-7,7-difluoro-hexahydropyrrolo[1,2-a]pyrazine-1,4-dioneHCID 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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07776857B2
Source datasetuspto-grants-2010_08
ORD IDord-1d30945607c048f085f0b96c49fe1314
Source noteuspto-grants-2010_08