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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1010374Generated: October 31, 2026

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

https://huagongshe.com/reaction/1010374

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantTetrahydrofuranHCID 8028—
ReactantEthyl AcetateHCID 8857—
Reactant4-Chloro-6-(4-nitrophenoxy)pyrimidin-2-amineHCID 676674—
CatalystHCID 178502593HCID 178502593—
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 hydroxide-carbon (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 numberUS07973160B2
Source datasetuspto-grants-2011_07
ORD IDord-b4887f992b0243e2869412a93dd412df
Source noteuspto-grants-2011_07