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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1010102Generated: October 29, 2026

Ethyl Acetate → 4-(Pyrimidin-4-yloxy)aniline

https://huagongshe.com/reaction/1010102

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
Reactant4-Chloro-6-(4-nitrophenoxy)pyrimidineHCID 14363850—
CatalystPalladium hydroxideHCID 9942167—
SolventMethanolHCID 887—
Product4-(Pyrimidin-4-yloxy)anilineHCID 2293654231.4%

Reaction Steps

Palladium hydroxide (20 mg) was added to solution of 6-chloro-4-(4-nitrophenoxy)pyrimidine (300 mg) in an ethyl acetate (10 ml)-methanol (10 ml) mixed solvent, and the mixture was stirred for 13 hours at room temperature under a hydrogen atmosphere at normal pressure. The reaction solution was filtered, the filtrate was concentrated, and the residue was passed through NH silica gel (Fuji Silysia Chemical). Elution was performed with a solvent (ethyl acetate:hexane=1:2) to obtain 70 mg of 4-(4-aminophenoxy)pyrimidine. The title compound (107 mg) was obtained from the obtained 4-(4-aminophenoxy)pyrimidine (70 mg) and 4-methoxyphenyl isocyanate, in the same manner as Example 10.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07973160B2
Source datasetuspto-grants-2011_07
ORD IDord-a26426dda6154a71bb830a8d55457c36
Source noteuspto-grants-2011_07