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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 633599Generated: October 31, 2026

Ethanol → 4-(2,4-difluorophenoxy)-3-(7-methoxy-1-methyl-5-(morpholinomethyl)-1H-pyrrolo[2,3-c]pyridin-3-yl)aniline

https://huagongshe.com/reaction/633599

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
ReactantWaterHCID 962—
ReactantAmmonium ChlorideHCID 25517—
Reactant4-((3-(2-(2,4-difluorophenoxy)-5-nitrophenyl)-7-methoxy-1-methyl-1H-pyrrolo[2,3-c]pyridin-5-yl)methyl)morpholineHCID 90416882—
CatalystIronHCID 23925—
SolventTetrahydrofuranHCID 8028—
SolventEthyl AcetateHCID 8857—
Product4-(2,4-difluorophenoxy)-3-(7-methoxy-1-methyl-5-(morpholinomethyl)-1H-pyrrolo[2,3-c]pyridin-3-yl)anilineHCID 9041684599%

Reaction Steps

A mixture of Example 182C (58 mg, 0.114 mmol), ammonium chloride (6.08 mg, 0.114 mmol), iron (50.8 mg, 0.909 mmol), in 4 mL tetrahydrofuran and 4 mL ethanol and 2 mL water was heated at reflux for 3 hours. The mixture was diluted with ethyl acetate, washed with water and saturated aqueous sodium chloride, dried over anhydrous magnesium sulfate, and filtered. The filtrated was concentrated to give the title compound (54 mg, 0.112 mmol, 99% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09321764B2
Source datasetuspto-grants-2016_04
ORD IDord-cfd4d6a9c0b340ffb5704a6765efdab5
Source noteuspto-grants-2016_04