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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 524939Generated: October 28, 2026

2-Bromo-5-fluoro-4-((1-methylpiperidin-4-yl)oxy)-3-nitropyridine → 5-Fluoro-4-((1-methylpiperidin-4-yl)oxy)pyridin-3-amine

https://huagongshe.com/reaction/524939

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-Bromo-5-fluoro-4-((1-methylpiperidin-4-yl)oxy)-3-nitropyridineHCID 86720997—
ReactantHCID 178418361HCID 178418361—
CatalystPalladiumHCID 23938—
CatalystZinc bromideHCID 10421208—
SolventMethanolHCID 887—
Product5-Fluoro-4-((1-methylpiperidin-4-yl)oxy)pyridin-3-amineHCID 86720998—

Reaction Steps

A solution of 2-bromo-5-fluoro-4-[(1-methyl-4-piperidyl)oxy]-3-nitro-pyridine (96 mg, 0.2873 mmol), ZnBr2 (12.94 mg, 3.080 μL, 0.05746 mmol) and Pd on C, wet, Degussa (31 mg) in methanol (5 mL) was flushed with hydrogen and evacuated (3×) and then stirred under a hydrogen atmosphere overnight. The catalyst was filtered off through a celite pad and washed with methanol and ethyl acetate mixtures and the filtrate was concentrated in vacuo to leave a pale yellow oil that was used in next step without further purification. MS (ES+) 226.1.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09340546B2
Source datasetuspto-grants-2016_05
ORD IDord-8ba64bcbe6fe43dc9ebedbeb7598ba9b
Source noteuspto-grants-2016_05