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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 518802Generated: October 30, 2026

Ammonium formate → 4-(3-Methoxypyridin-4-yl)-2-(propan-2-yloxy)aniline

https://huagongshe.com/reaction/518802

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmonium formateHCID 2723923—
Reactant3-Methoxy-4-[4-nitro-3-(propan-2-yloxy)phenyl]pyridineHCID 86697968—
CatalystPalladiumHCID 23938—
SolventMethanolHCID 887—
Product4-(3-Methoxypyridin-4-yl)-2-(propan-2-yloxy)anilineHCID 86697973103.8%

Reaction Conditions

Temperature80 °C

Reaction Steps

7.55 g of ammonium formate and 1.5 g of Pd/C (10%) are added to a solution of 5.75 g of 3-methoxy-4-[4-nitro-3-(propan-2-yloxy)phenyl]pyridine in 100 ml of methanol. The reaction medium is microwave-heated at 80° C. for 5 minutes. The mixture is filtered on Clarcel, and the Clarcel is rinsed with methanol. The filtrate is concentrated under reduced pressure. The residue is taken up with 60 ml of ethyl acetate and 20 ml of water. The 2 phases are separated, and the aqueous phase is extracted with twice 20 ml of ethyl acetate. The combined organic phases are dried over magnesium sulfate, filtered and evaporated, so as to give 5.35 g of 4-(3-methoxypyridin-4-yl)-2-(propan-2-yloxy)aniline in the form of a brown gum.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09115140B2
Source datasetuspto-grants-2015_08
ORD IDord-cc295b7e7f1049699e53cb41c69d335b
Source noteuspto-grants-2015_08