Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 626570Generated: October 30, 2026

Ammonium Chloride → Tert-butyl (4-((6-amino-2-methylpyridin-3-yl)oxy)pyridin-2-yl)carbamate

https://huagongshe.com/reaction/626570

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmonium ChlorideHCID 25517—
ReactantTert-butyl (4-((2-methyl-6-nitropyridin-3-yl)oxy)pyridin-2-yl)carbamateHCID 131735225—
CatalystZincHCID 23994—
SolventMethanolHCID 887—
SolventTetrahydrofuranHCID 8028—
SolventEthyl AcetateHCID 8857—
ProductTert-butyl (4-((6-amino-2-methylpyridin-3-yl)oxy)pyridin-2-yl)carbamateHCID 131735226100%

Reaction Steps

A mixture of tert-butyl (4-((2-methyl-6-nitropyridin-3-yl)oxy)pyridin-2-yl)carbamate (0.438 g, 1.265 mmol) and NH4Cl (2.029 g, 37.9 mmol) in MeOH (10 mL) and THF (10 mL) was treated with zinc dust (0.827 g, 12.65 mmol) and stirred at RT overnight. The mixture was diluted with EtOAc, the solids removed via filtration through diatomaceous earth, washed with EtOAc and the filtrate concentrated to dryness to afford crude tert-butyl (4-((6-amino-2-methylpyridin-3-yl)oxy)pyridin-2-yl)carbamate (100% yield assumed) which was used without further purification. MS (ESI) m/z: 317.2 (M+H+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09309224B2
Source datasetuspto-grants-2016_04
ORD IDord-6892ae8274ec437f9c57a48e8cb78e1d
Source noteuspto-grants-2016_04