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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1506241Generated: October 31, 2026

Chloroform methanol → 1-(Piperidin-4-yl)-7-{[2-(trimethylsilyl)ethoxy]methyl}-1H-pyrrolo[2,3-h][1,6]naphthyridin-4(7H)-one

https://huagongshe.com/reaction/1506241

Reaction equation

Participants

RoleNameHCIDCharge
ReactantChloroform methanolHCID 21584188—
Reactant1-(1-Benzylpiperidin-4-yl)-7-{[2-(trimethylsilyl)ethoxy]methyl}-1H-pyrrolo[2,3-h][1,6]naphthyridin-4(7H)-oneHCID 71258401—
CatalystHCID 178418390HCID 178418390—
SolventMethanolHCID 887—
Product1-(Piperidin-4-yl)-7-{[2-(trimethylsilyl)ethoxy]methyl}-1H-pyrrolo[2,3-h][1,6]naphthyridin-4(7H)-oneHCID 7125822668%

Reaction Steps

1-(1-Benzylpiperidin-4-yl)-7-{[2-(trimethylsilyl)ethoxy]methyl}-1H-pyrrolo[2,3-h][1,6]naphthyridin-4(7H)-one (341 mg, 0.697 mmol) in methanol was stirred with 5% palladium-carbon (500 mg) for one day under a hydrogen atmosphere. The reaction mixture was filtered, and the filtrate was concentrated under reduced pressure. The residue was purified by silica gel column chromatography (Hi Flash column amino type manufactured by Yamazen Corporation: chloroform/methanol=9/1/(v/v)) to give the title compound (189 mg, yield 68%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09216999B2
Source datasetuspto-grants-2015_12
ORD IDord-c4cbe7a83e944ed7a71c2714694b47f5
Source noteuspto-grants-2015_12