Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1521166Generated: November 1, 2026

Ammonium Chloride → 6-(5-Methyl-3-phenyl-isoxazol-4-ylmethoxy)-pyridin-3-ylamine

https://huagongshe.com/reaction/1521166

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmonium ChlorideHCID 25517—
Reactant2-(5-Methyl-3-phenyl-isoxazol-4-ylmethoxy)-5-nitro-pyridineHCID 68444760—
CatalystZincHCID 23994—
SolventMethanolHCID 887—
Product6-(5-Methyl-3-phenyl-isoxazol-4-ylmethoxy)-pyridin-3-ylamineHCID 6844344485%

Reaction Conditions

Temperature70 °C

Reaction Steps

To a suspension of 2-(5-methyl-3-phenyl-isoxazol-4-ylmethoxy)-5-nitro-pyridine (2.6 g, 83.5 mmol) in methanol (45 mL) was added ammonium chloride (2.23 g, 417.6 mmol) and Zinc (dust, 10.92 g, 167 mmol) and the resulting mixture heated at 70° C. for 1 h. After cooling to room temperature the mixture was filtered and the filtrate evaporated. Purification by chromatography (SiO2, heptane:ethyl acetate=100:0 to 4:1) afforded the title compound (2.0 g, 85%) which was obtained as a light yellow oil. MS: m/e=282.0 [M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09073908B2
Source datasetuspto-grants-2015_07
ORD IDord-a6d44482e2ac4da6ac147106afb5a64a
Source noteuspto-grants-2015_07