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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 626509Generated: October 27, 2026

Ammonium Chloride → 3-(4-((6-Aminopyridin-3-yl)oxy)pyridin-2-yl)-1,1-dimethylurea

https://huagongshe.com/reaction/626509

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmonium ChlorideHCID 25517—
Reactant1,1-Dimethyl-3-(4-((6-nitropyridin-3-yl)oxy)pyridin-2-yl)ureaHCID 90410845—
CatalystZincHCID 23994—
SolventMethanolHCID 887—
Product3-(4-((6-Aminopyridin-3-yl)oxy)pyridin-2-yl)-1,1-dimethylureaHCID 9041068798.5%

Reaction Steps

A solution of 1,1-dimethyl-3-(4-((6-nitropyridin-3-yl)oxy)pyridin-2-yl)urea (0.631 g, 2.081 mmol) in MeOH (20 mL) was treated with NH4Cl (3.34 g, 62.4 mmol) followed by zinc dust (1.361 g, 20.81 mmol) and stirred at RT overnight. The solids were removed via filtration, washed with THF and the filtrate concentrated to dryness to afford 3-(4-((6-aminopyridin-3-yl)oxy)pyridin-2-yl)-1,1-dimethylurea (560 mg, 98%). MS (ESI) m/z: 274.1 (M+H+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09309224B2
Source datasetuspto-grants-2016_04
ORD IDord-bf408b2b8e1f4d528eced9093f56feb2
Source noteuspto-grants-2016_04