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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 68536Generated: October 26, 2026

Hydrochloric Acid → 3-Fluoro-4-[6-methoxy-7-[3-(1-pyrrolidyl)propyloxy]quinolin-4-oxy]aniline

https://huagongshe.com/reaction/68536

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactant4-(2-Fluoro-4-nitrophenyloxy)-6-methoxy-7-[3-(1-pyrrolidyl)propyloxy]quinolineHCID 86696917—
CatalystIronHCID 23925—
SolventEthanolHCID 702—
Product3-Fluoro-4-[6-methoxy-7-[3-(1-pyrrolidyl)propyloxy]quinolin-4-oxy]anilineHCID 8669691895%

Reaction Conditions

Temperature80 °C

Reaction Steps

Iron powder (61.42 g, 1.1 mol) and hydrochloric acid (6 mL) were added to 90% EtOH (25v/w, 1210 mL). The mixture was warmed up to 80° C. and stirred for 15 min. Then Intermediate VIII (48.42 g, 0.11 mol) was added in batch to the reaction solution. After the addition completion, the reaction was conducted under reflux for 2 h. After completion of the reaction, the reaction was filtered by suction when it is still hot. The filtrate was collected. The solvate was evaporated off to produce a yellow solid (43 g) in a yield of 95%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08822465B2
Source datasetuspto-grants-2014_09
ORD IDord-790b59523fa345bbac27cb895099891d
Source noteuspto-grants-2014_09