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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 709965Generated: October 25, 2026

2-Chloro-4-((6-nitropyridin-3-yl)oxy)pyridine → 5-(2-Chloropyridin-4-yloxy)pyridin-2-amine

https://huagongshe.com/reaction/709965

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-Chloro-4-((6-nitropyridin-3-yl)oxy)pyridineHCID 59322779—
CatalystNickelHCID 935—
SolventMethanolHCID 887—
Product5-(2-Chloropyridin-4-yloxy)pyridin-2-amineHCID 59322788105.8%

Reaction Steps

A solution of 2-chloro-4-((6-nitropyridin-3-yl)oxy)pyridine (20.0 g, 79 mmol) in MeOH (40 mL) was hydrogenated in presence of Raney Nickel (2.00 g, 34.1 mmol) at 40 psi for 3 h. The catalyst was removed via filtration, rinsed with MeOH and the filtrate concentrated to dryness to afford 5-((2-chloropyridin-4-yl)oxy)pyridin-2-amine (18.52 g, 105%) as a brown solid. MS (ESI) m/z: 222.0 (M+H+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09181223B2
Source datasetuspto-grants-2015_11
ORD IDord-ddd739c9f1204cf885f3409b2c36c287
Source noteuspto-grants-2015_11