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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1042123Generated: November 4, 2026

2-(Methylsulfonyl)-5-[4-nitro-3-(tetrahydro-2H-pyran-4-yloxy)phenoxy]pyridine → 4-{[6-(Methylsulfonyl)pyridin-3-yl]oxy}-2-(tetrahydro-2H-pyran-4-yloxy)aniline

https://huagongshe.com/reaction/1042123

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-(Methylsulfonyl)-5-[4-nitro-3-(tetrahydro-2H-pyran-4-yloxy)phenoxy]pyridineHCID 66726079—
CatalystHCID 178418390HCID 178418390—
SolventEthanolHCID 702—
SolventTetrahydrofuranHCID 8028—
Product4-{[6-(Methylsulfonyl)pyridin-3-yl]oxy}-2-(tetrahydro-2H-pyran-4-yloxy)anilineHCID 66726157100.7%

Reaction Conditions

Temperature50 °C

Reaction Steps

To a solution of 2-(methylsulfonyl)-5-[4-nitro-3-(tetrahydro-2H-pyran-4-yloxy)phenoxy]pyridine (25.8 g) in ethanol (250 mL) and tetrahydrofuran (250 mL) was added 10% palladium carbon (3 g), and the mixture was stirred under hydrogen pressure of 0.5 MPa at 50° C. for 6 hr. Palladium carbon was removed, and the mixture was concentrated under reduced pressure to give the title compound (24 g, yield 100%) as a white powder.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08557805B2
Source datasetuspto-grants-2013_10
ORD IDord-ea2c9a2a089c4807ad21ec2566f554a1
Source noteuspto-grants-2013_10