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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1433454Generated: November 2, 2026

Ethanol → 4-(1H-pyrrolo[2,3-b]pyridin-4-yloxy)aniline

https://huagongshe.com/reaction/1433454

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
ReactantDimethylformamideHCID 6228—
ReactantAmmonium ChlorideHCID 25517—
ReactantHCID 22936551HCID 22936551—
CatalystIronHCID 23925—
SolventWaterHCID 962—
Product4-(1H-pyrrolo[2,3-b]pyridin-4-yloxy)anilineHCID 22936495—

Reaction Steps

4-(4-Nitrophenoxy)-1H-pyrrolo[2,3-b]pyridine (84 mg), iron powder (160 mg), ammonium chloride (320 mg), dimethylformamide (4 ml), ethanol (2 ml) and water (2 ml) were stirred at 100° C. for 15 minutes. The mixture was filtered with celite, and then water and ethyl acetate were added for extraction. The organic layer was washed 5 times with aqueous ammonium chloride solution and then dried over magnesium sulfate. The drying agent was filtered off and the solvent was distilled off under reduced pressure to obtain 230 mg of the target substance as a brown oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07612092B2
Source datasetuspto-grants-2009_11
ORD IDord-4c46adca399e4368af3168dcaf7fc8d6
Source noteuspto-grants-2009_11