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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1644461Generated: October 30, 2026

Cis(+/-)1-{2-[4-(dibenzylamino)-3-methoxypiperidin-1-yl]ethyl}-5,7-difluoroquinolin-2(1H)-one → Cis(+/-)1-[2-(4-amino-3-methoxypiperidin-1-yl)ethyl]-5,7-difluoroquinolin-2(1H)-one

https://huagongshe.com/reaction/1644461

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCis(+/-)1-{2-[4-(dibenzylamino)-3-methoxypiperidin-1-yl]ethyl}-5,7-difluoroquinolin-2(1H)-oneHCID 86642651—
CatalystPalladium hydroxideHCID 9942167—
SolventAcetonitrile methanolHCID 21959252—
ProductCis(+/-)1-[2-(4-amino-3-methoxypiperidin-1-yl)ethyl]-5,7-difluoroquinolin-2(1H)-oneHCID 6932451790.2%

Reaction Steps

Cis(±)1-{2-[4-(dibenzylamino)-3-methoxypiperidin-1-yl]ethyl}-5,7-difluoroquinolin-2(1H)-one (Intermediate 168, 240 mg, 0.46 mmol) was hydrogenated in methanol/acetonitrile (10 mL, 9:1) over palladium hydroxide on carbon (20%, 120 mg) at room temperature and normal pressure for 4 hours. The reaction mixture was filtered through celite and the filtrate was concentrated to dryness under reduced pressure to give 140 mg (90%) of crude product. This was used without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08124602B2
Source datasetuspto-grants-2012_02
ORD IDord-0211814d3ed94207be342ef9303b0406
Source noteuspto-grants-2012_02