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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1615739Generated: October 29, 2026

methyl (S)-2-(benzyl-{2-(3,5-difluoro-phenyl)-2-[hydroxyimino]-ethyl}-amino)-3-cycloheptyl-propionate → (3S)-3-(cycloheptylmethyl)-6-(3,5-difluorophenyl)piperazin-2-one

https://huagongshe.com/reaction/1615739

Reaction equation

Participants

RoleNameHCIDCharge
Reactantmethyl (S)-2-(benzyl-{2-(3,5-difluoro-phenyl)-2-[hydroxyimino]-ethyl}-amino)-3-cycloheptyl-propionateHCID 86668536—
ReactantHCID 178418361HCID 178418361—
CatalystPalladiumHCID 23938—
SolventMethanolHCID 887—
Product(3S)-3-(cycloheptylmethyl)-6-(3,5-difluorophenyl)piperazin-2-oneHCID 68760336—

Reaction Steps

Under a hydrogen atmosphere 0.590 g (1.29 mmol) methyl (S)-2-(benzyl-{2-(3,5-difluoro-phenyl)-2-[hydroxyimino]-ethyl}-amino)-3-cycloheptyl-propionate and 0.10 g palladium on charcoal (10%) in 10 ml of methanol were hydrogenated for 3 days at 50° C. and 3.45 bar hydrogen pressure. After elimination of the catalyst the filtrate was concentrated by rotary evaporation. The residue was stirred with petroleum ether and diisopropylether and filtered off.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08765763B2
Source datasetuspto-grants-2014_07
ORD IDord-076b948171e34560b1b7c8a7e4d27f1b
Source noteuspto-grants-2014_07