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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1915690Generated: October 25, 2026

4-(4-Methylamino-3-nitro-phenoxy)-pyridine-2-carboxylic acid (2-hydroxy-ethyl)-amide → 4-(3-Amino-4-methylamino-phenoxy)-pyridine-2-carboxylic acid (2-hydroxy-ethyl)-amide

https://huagongshe.com/reaction/1915690

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-(4-Methylamino-3-nitro-phenoxy)-pyridine-2-carboxylic acid (2-hydroxy-ethyl)-amideHCID 21037330—
CatalystPalladiumHCID 23938—
SolventMethanolHCID 887—
Product4-(3-Amino-4-methylamino-phenoxy)-pyridine-2-carboxylic acid (2-hydroxy-ethyl)-amideHCID 21037288—

Reaction Steps

A solution of 4-(4-methylamino-3-nitro-phenoxy)-pyridine-2-carboxylic acid (2-hydroxy-ethyl)-amide (1 eq) and 10% palladium on carbon (0.1 eq) in methanol was stirred at room temperature and flushed with nitrogen. Hydrogen was flushed through the reaction for 1-2 hours or until the reaction was determined to be complete by HPLC. Nitrogen was flushed through the reaction for 15 minutes before the reaction was filtered through a celite pad. The celite pad was washed with excess methanol before it was all removed by evaporation under reduced pressure to afford the product as a light yellow solid. LCMS m/z 303.2 (MH+), tR=1.5 min.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08614330B2
Source datasetuspto-grants-2013_12
ORD IDord-f16cda418fdd47df92e4a60f880ded4d
Source noteuspto-grants-2013_12