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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 635004Generated: October 25, 2026

2-(4-Chloro-2-methyl-phenoxy)-3-methyl-5-nitropyridine → 2-(4-Chloro-2-methyl-phenoxy)-3-methyl-5-amino-pyridine

https://huagongshe.com/reaction/635004

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-(4-Chloro-2-methyl-phenoxy)-3-methyl-5-nitropyridineHCID 18419461—
ReactantHCID 178418361HCID 178418361—
CatalystPalladium hydroxideHCID 9942167—
SolventEthanolHCID 702—
Product2-(4-Chloro-2-methyl-phenoxy)-3-methyl-5-amino-pyridineHCID 15887616—

Reaction Steps

2-(4-chloro-2-methyl-phenoxy)-3-methyl-5-nitropyridine (5.8 g, 20.8 mmol) was dissolved in 95% ethanol (50 mL) and treated with 20% palladium hydroxide on carbon (350 mg). The reaction mixture was shaken in a hydrogen atmosphere (40 psi) for 1 hour. The solution was filtered through celite and concentrated in vacuo followed by chromatography on SiO2 using 1:1 ethyl acetate/hexanes as eluant. MS (m/z): 248/250 (M+H)+; C13H13N2OCl requires 248.7.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06184237B2
Source datasetuspto-grants-2001_02
ORD IDord-8e4dafbb9f4a47688a1ce6bfedfa954e
Source noteuspto-grants-2001_02