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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1042888Generated: November 1, 2026

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

https://huagongshe.com/reaction/1042888

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 numberUS08557816B2
Source datasetuspto-grants-2013_10
ORD IDord-04a9f3dc4f544586af9673bac189ad9e
Source noteuspto-grants-2013_10