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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 387987Generated: October 30, 2026

Methanol → 4-(4-Aminophenoxy)pyrimidin-2-amine

https://huagongshe.com/reaction/387987

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantTetrahydrofuranHCID 8028—
ReactantEthyl AcetateHCID 8857—
Reactant4-Chloro-6-(4-nitrophenoxy)pyrimidin-2-amineHCID 676674—
CatalystHCID 178420936HCID 178420936—
SolventHexaneHCID 8058—
Product4-(4-Aminophenoxy)pyrimidin-2-amineHCID 22936396340.9%

Reaction Steps

After suspending 4-chloro-6-(4-nitrophenoxy)pyrimidin-2-ylamine (1.60 g, 1.32 mmol) in a methanol (30 ml)-tetrahydrofuran (30 ml) mixed solvent, palladium-carbon hydroxide (300 mg) was added and the mixture was stirred at room temperature for 18 hours under a hydrogen atmosphere. The catalyst was filtered off by celite filtration, and after washing with ethanol, the filtrate was distilled off under reduced pressure. The obtained crude product was subjected to silica gel column chromatography (eluent-ethyl acetate:hexane=3:1), and the fraction containing the target substance was concentrated to obtain the title compound (910 mg, 4.50 mmol, 75%) as colorless crystals.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08372981B2
Source datasetuspto-grants-2013_02
ORD IDord-c4643e1f18dc4f2196f740474861d2e1
Source noteuspto-grants-2013_02