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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1922501Generated: October 30, 2026

1-(2-morpholinoethyl)-6-nitro-3,4-dihydroquinolin-2(1H)-one → 6-amino-1-(2-morpholinoethyl)-3,4-dihydroquinolin-2(1H)-one

https://huagongshe.com/reaction/1922501

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-(2-morpholinoethyl)-6-nitro-3,4-dihydroquinolin-2(1H)-oneHCID 59807077—
ReactantHCID 178418361HCID 178418361—
CatalystPalladiumHCID 23938—
SolventEthanolHCID 702—
Product6-amino-1-(2-morpholinoethyl)-3,4-dihydroquinolin-2(1H)-oneHCID 4344654696.5%

Reaction Steps

A suspension of compound 2 (0.9211 g, 3.017 mmol) and palladium on carbon (10% wt, 0.092 g) in ethanol (10 mL) was stirred and fitted with a hydrogen balloon overnight. The suspension was filtered through a pad of celite and was rinsed with methanol (100 mL). The crude product was subject to flash chromatography on silica gel 2.5% 2M NH3 methanol/CH2Cl2, which resulted in a light brown solid, compound 3 (0.802 g, 96%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08173813B2
Source datasetuspto-grants-2012_05
ORD IDord-6ce8df24e32f4515a7faf4298e6f6198
Source noteuspto-grants-2012_05