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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2421257Generated: October 27, 2026

1-{3-Fluoro-4-[(phenylmethyl)oxy]phenyl}-4-hydroxy-1H-indole-6-carbonitrile → 1-(3-Fluoro-4-hydroxyphenyl)-4-hydroxy-1H-indole-6-carbonitrile

https://huagongshe.com/reaction/2421257

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-{3-Fluoro-4-[(phenylmethyl)oxy]phenyl}-4-hydroxy-1H-indole-6-carbonitrileHCID 66876793—
CatalystPalladiumHCID 23938—
SolventEthanolHCID 702—
SolventEthyl AcetateHCID 8857—
Product1-(3-Fluoro-4-hydroxyphenyl)-4-hydroxy-1H-indole-6-carbonitrileHCID 4419319073.3%

Reaction Steps

A solution of 1-{3-fluoro-4-[(phenylmethyl)oxy]phenyl}-4-hydroxy-1H-indole-6-carbonitrile (D14) (320 mg, 0.89 mmol) in ethanol (25 mL) and ethyl acetate (5 mL) was hydrogenated in an H-cube over a 10% palladium on charcoal catalyst. The resulting solution was concentrated and the product purified by silica gel chromatography eluting with 2-60% ethyl acetate in hexane to yield the title compound (E8), (175 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07956083B2
Source datasetuspto-grants-2011_06
ORD IDord-8d62fd97c7a54094b7a7171e09df191e
Source noteuspto-grants-2011_06