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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2060695Generated: November 3, 2026

Ammonium Chloride → 5-Chloro-4-(2-chloropyridin-4-yloxy)-2-fluorobenzenamine

https://huagongshe.com/reaction/2060695

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmonium ChlorideHCID 25517—
Reactant2-Chloro-4-(2-chloro-5-fluoro-4-nitrophenoxy)pyridineHCID 86641687—
CatalystZincHCID 23994—
SolventMethanolHCID 887—
SolventTetrahydrofuranHCID 8028—
Product5-Chloro-4-(2-chloropyridin-4-yloxy)-2-fluorobenzenamineHCID 86641688100%

Reaction Steps

2-Chloro-4-(2-chloro-5-fluoro-4-nitrophenoxy)pyridine (1.306 g, 4.31 mmol) was dissolved in THF (108 ml) and MeOH (108 ml). Ammonium chloride (2.305 g, 43.1 mmol) was then added, followed by zinc dust (2.82 g, 43.1 mmol). The reaction mixture was stirred for 1 hour at RT. The solids were filtered over Celite® and the solution was concentrated under reduced pressure to yield 5-chloro-4-(2-chloropyridin-4-yloxy)-2-fluorobenzenamine as a brown solid which was used without purification assuming a 100% yield. MS (ESI) m/z: 273.0 (M+H+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08278331B2
Source datasetuspto-grants-2012_10
ORD IDord-88e54b5c1f19418e9c97f3728fedde32
Source noteuspto-grants-2012_10