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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 387783Generated: October 30, 2026

Ethanol → 4-(6-phenyl-7H-pyrrolo[2,3-d]pyrimidin-4-yloxy)phenylamine

https://huagongshe.com/reaction/387783

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
ReactantWaterHCID 962—
ReactantAmmonium ChlorideHCID 25517—
Reactant4-(4-nitrophenoxy)-6-phenyl-7H-pyrrolo[2,3-d]pyrimidineHCID 58931315—
CatalystIronHCID 23925—
SolventTetrahydrofuranHCID 8028—
Product4-(6-phenyl-7H-pyrrolo[2,3-d]pyrimidin-4-yloxy)phenylamineHCID 5893118989.9%

Reaction Conditions

Temperature82.5 °C

Reaction Steps

After adding 110 mg of iron powder, 220 mg of ammonium chloride, 10 ml of ethanol and 2 ml of water to 110 mg of 4-(4-nitrophenoxy)-6-phenyl-7H-pyrrolo[2,3-d]pyrimidine, the mixture was stirred at 80-85° C. for 2.5 hours. After returning the mixture to room temperature, 20 ml of tetrahydrofuran was added, and the mixture was stirred for 5 minutes and filtered with celite, after which 100 ml of ethyl acetate and 50 ml of water were added to the filtrate for liquid separation and extraction. The organic layer was washed with saturated saline, dried over anhydrous sodium sulfate, filtered with plug cotton and concentrated to dryness to obtain 90 mg of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08372981B2
Source datasetuspto-grants-2013_02
ORD IDord-c66fdbcd25e0407ba2d1cf7ae8a66f56
Source noteuspto-grants-2013_02