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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1874594Generated: November 1, 2026

3-(1-cyano-1-methylethyl)-N-{3-[(6-nitropyridin-3-yl)oxy]phenyl}benzamide → N-{3-[(6-aminopyridin-3-yl)oxy]phenyl}-3-(1-cyano-1-methylethyl)benzamide

https://huagongshe.com/reaction/1874594

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-(1-cyano-1-methylethyl)-N-{3-[(6-nitropyridin-3-yl)oxy]phenyl}benzamideHCID 68723248—
CatalystHCID 178418390HCID 178418390—
SolventMethanolHCID 887—
ProductN-{3-[(6-aminopyridin-3-yl)oxy]phenyl}-3-(1-cyano-1-methylethyl)benzamideHCID 5738682279.7%

Reaction Steps

To a solution of 3-(1-cyano-1-methylethyl)-N-{3-[(6-nitropyridin-3-yl)oxy]phenyl}benzamide (6.00 g, 14.9 mmol) in methanol (150 mL) was added 10% palladium-carbon (790 mg), and the mixture was stirred at room temperature for 20 hr under a hydrogen atmosphere (3.0 atm). The insoluble material was filtered off, and the filtrate was concentrated under reduced pressure. The obtained residue was recrystallized from ethyl acetate and hexane to give the title compound (4.42 g, 79%) as colorless crystals.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08304557B2
Source datasetuspto-grants-2012_11
ORD IDord-09c279226a29418fa4bf202efa7ffcf4
Source noteuspto-grants-2012_11