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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2114855Generated: November 2, 2026

Methyl iodide → HCID 86612120, compound

https://huagongshe.com/reaction/2114855

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantPotassium CarbonateHCID 11430—
ReactantTert-butoxycarbonylalanineHCID 85082—
ReactantHCID 69320966HCID 69320966—
SolventDimethylformamideHCID 6228—
ProductHCID 86612120HCID 86612120—

Reaction Steps

To a solution of ethyl 4(S)-2-ethyl-8-hydroxy-4-methyl-1-oxo-1,2,3,4-tetrahydro-pyrrolo[1,2-a]-pyrazine-7-carboxylate (6.6 g, 25.8 mmol; prepared in a manner similar to the procedures described in Examples 32 and 45 starting with N-Boc-L-alanine) in DMF (125 mL), potassium carbonate (13.7 g, 99.1 mmol) and iodomethane (1.86 mL, 29.7 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-d4ba471366114752872c4a062516390b
Source noteuspto-grants-2008_10