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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 502274Generated: November 2, 2026

Ethanol → 4-(1-cyclopropylmethyl-6-ethoxy-3-fluoro-1H-indol-2-yl)-phenylamine

https://huagongshe.com/reaction/502274

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
ReactantAmmonium ChlorideHCID 25517—
Reactant1-cyclopropylmethyl-6-ethoxy-3-fluoro-2-(4-nitro-phenyl)-1H-indoleHCID 59030433—
CatalystIronHCID 23925—
SolventWaterHCID 962—
Product4-(1-cyclopropylmethyl-6-ethoxy-3-fluoro-1H-indol-2-yl)-phenylamineHCID 5942618783.6%

Reaction Conditions

Temperature80 °C

Reaction Steps

A mixture of 1-cyclopropylmethyl-6-ethoxy-3-fluoro-2-(4-nitro-phenyl)-1H-indole (161 mg, 0.45 mmol), iron powder (170 mg), NH4Cl (170 mg, 3.2 mmol), ethanol (4 mL) and H2O (1.5 mL) were heated at 80° C. for 90 minutes. The reaction mixture was diluted with H2O and was extracted with CH2Cl2. The organic layer was dried and concentrated to provide 4-(1-cyclopropylmethyl-6-ethoxy-3-fluoro-1H-indol-2-yl)-phenylamine (122 mg, 83%) as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07772271B2
Source datasetuspto-grants-2010_08
ORD IDord-1f3c5398c01248758b00bfb821390c65
Source noteuspto-grants-2010_08