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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 74562Generated: October 30, 2026

Tetrahydrofuran → 6-methoxy-3-piperidin-4-yl-1H-quinolin-2-one

https://huagongshe.com/reaction/74562

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
ReactantHCID 178418361HCID 178418361—
ReactantHCID 178488020HCID 178488020—
CatalystPalladiumHCID 23938—
SolventMethanolHCID 887—
Product6-methoxy-3-piperidin-4-yl-1H-quinolin-2-oneHCID 58181102—

Reaction Steps

In a hydrogen atmosphere 160 mg (0.46 mmol) 3-(1-benzyl-1,2,3,6-tetrahydro-pyridin-4-yl)-6-methoxy-quinolin-2-ol and 20 mg palladium on charcoal (10%) in 30 mL MeOH were hydrogenated for 17.5 h at 50° C. at 50 psi. Then another 10 mL THF and catalyst were added and the mixture was hydrogenated for a further 2 h. Catalyst was added again and the mixture was hydrogenated overnight at 50° C. in a hydrogen atmosphere of 60 psi. After filtration of the reaction mixture the filter cake was washed with DMF and the filtrate was evaporated down. The residue was added to EtOAc, triturated with PE and filtered. The precipitate was washed with diisopropylether and dried.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08829006B2
Source datasetuspto-grants-2014_09
ORD IDord-445d253aa6804732a0cb7cf1f49476a8
Source noteuspto-grants-2014_09