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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2114833Generated: October 31, 2026

Benzyl Bromide → Ethyl 1,2,3,4-tetrahydro-2-methyl-1-oxo-8-(phenylmethoxy)pyrrolo[1,2-a]pyrazine-7-carboxylate

https://huagongshe.com/reaction/2114833

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzyl BromideHCID 7498—
ReactantPotassium CarbonateHCID 11430—
ReactantEthyl 8-hydroxy-2-methyl-1-oxo-3,4-dihydropyrrolo[1,2-a]pyrazine-7-carboxylateHCID 59750503—
SolventDimethylformamideHCID 6228—
ProductEthyl 1,2,3,4-tetrahydro-2-methyl-1-oxo-8-(phenylmethoxy)pyrrolo[1,2-a]pyrazine-7-carboxylateHCID 68864077—

Reaction Steps

To a solution of ethyl 8-hydroxy-2-methyl-1-oxo-1,2,3,4-tetrahydro-pyrrolo[1,2-a]-pyrazine-7-carboxylate (25.0 g, 104.9 mmol) in DMF (500 mL), potassium carbonate (58 g, 420 mmol) and benzyl bromide (14.9 mL, 126 mmol) was added. The reaction mixture was stirred at rt over night. The mixture was filtered and the filtrate concentrated under vacuum. The residue was partitioned between dichloromethane and brine. The organic extract was washed with brine, dried over sodium sulfate, filtered, and concentrated under vacuum. The residue was subjected to column chromatography on silica gel eluted with ethyl acetate to give titled material.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07435735B2
Source datasetuspto-grants-2008_10
ORD IDord-45a8dc95573e4de88de7c3ee8bbcba18
Source noteuspto-grants-2008_10