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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 256594Generated: October 29, 2026

Trifluoroacetic acid → 2-(4-Bromo-2-fluorobenzyl)-4-(-)-menthyloxycarbonyl-1,3-dioxo-1,2,3,4-tetrahydropyrrolo[1,2-a]pyrazine-4-acetic acid

https://huagongshe.com/reaction/256594

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
Reactant2-(4-Bromo-2-fluorobenzyl)-4-(-)-menthyloxycarbonyl-1,3-dioxo-1,2,3,4-tetrahydropyrrolo[1,2-a]pyrazine-4-acetic acid tert-butyl esterHCID 67722558—
SolventDichloromethaneHCID 6344—
Product2-(4-Bromo-2-fluorobenzyl)-4-(-)-menthyloxycarbonyl-1,3-dioxo-1,2,3,4-tetrahydropyrrolo[1,2-a]pyrazine-4-acetic acidHCID 19785424—

Reaction Steps

A mixture of 2-(4-bromo-2-fluorobenzyl)-4-(-)-menthyloxycarbonyl-1,3-dioxo-1,2,3,4-tetrahydropyrrolo[1,2-a]pyrazine-4-acetic acid tert-butyl ester (Diastereomer A) (30.0 g) and trifluoroacetic acid (112.5 g, 76.0 ml) in anhydrous dichloromethane (120 ml) was refluxed for 1.5 hours and concentrated under reduced pressure. The residue was dissolved in a mixture of acetonitrile and toluene. The resulting solution was evaporated under reduced pressure to give the title compound (Diastereomer A) (27.3 g, quantitative) as a brown oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05258382
Source datasetuspto-grants-1993_11
ORD IDord-ce6a51d9e8f94ffe82e544306b63d654
Source noteuspto-grants-1993_11