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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2278921Generated: October 26, 2026

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

https://huagongshe.com/reaction/2278921

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 numberUS09133183B2
Source datasetuspto-grants-2015_09
ORD IDord-371933a6aaee4fd09447f75b09191cd5
Source noteuspto-grants-2015_09