Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 853268Generated: October 31, 2026

Water → 6-(6,7-Dimethoxyquinolin-4-yloxy)pyridin-3-amine

https://huagongshe.com/reaction/853268

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantAmmonium ChlorideHCID 25517—
Reactant6,7-Dimethoxy-4-(5-nitro-pyridin-2-yloxy)-quinolineHCID 22936251—
CatalystIronHCID 23925—
SolventMethanolHCID 887—
SolventHexaneHCID 8058—
SolventEthyl AcetateHCID 8857—
Product6-(6,7-Dimethoxyquinolin-4-yloxy)pyridin-3-amineHCID 2293659764%

Reaction Steps

6,7-Dimethoxy-4-((5-nitro-2-pyridyl)oxy)quinoline (654 mg, 2.00 mmol), iron powder(559 mg, 10.0 mmol) and ammonium chloride (.1.07 g, 20.0 mmol) were heated and stirred in methanol (20 ml)-water (5 ml) at 80° C. for 20 minutes. After completion of the reaction, the reaction mixture was filtered with celite and washed in ethyl acetate. After washing the organic layer with water and saturated brine and drying over anhydrous magnesium sulfate, the drying agent was filtered out and the filtrate was distilled off under reduced pressure. The obtained crude product was suspended in ethyl acetate, the suspension was diluted with hexane, and the crystals. were filtered out and washed with ethyl acetate and then blow-dried to obtain the title compound (380 mg, 1.28 mmol, 64%) as light yellow crystals.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07253286B2
Source datasetuspto-grants-2007_08
ORD IDord-ad7cb78a73ab4c9889c598e36696a2f4
Source noteuspto-grants-2007_08