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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2423094Generated: November 2, 2026

Methane → 1-(3-Fluoro-4-hydroxyphenyl)-1H-indazol-4-ol

https://huagongshe.com/reaction/2423094

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethaneHCID 297—
Reactant1-{3-Fluoro-4-[(phenylmethyl)oxy]phenyl}-4-[(phenylmethyl)oxy]-1H-indazoleHCID 59272982—
CatalystPalladiumHCID 23938—
SolventEthyl AcetateHCID 8857—
SolventEthanol ethylacetateHCID 21584252—
Product1-(3-Fluoro-4-hydroxyphenyl)-1H-indazol-4-olHCID 13590694981.5%

Reaction Steps

A mixture of 1-{3-fluoro-4-[(phenylmethyl)oxy]phenyl}-4-[(phenylmethyl)oxy]-1H-indazole (D2) (307 mg) in ethanol/ethyl acetate (˜50 mL, 1:1) was hydrogenated in the presence of 10% Pd on charcoal (150 mg) at atmospheric pressure and room temperature for 3 hrs. The mixture was filtered and concentrated and then chromatographed on silica gel (elution with 0-50% ethyl acetate in hexane) to give an off white solid. This was dissolved in ethyl acetate and stirred with charcoal (Norit SX+, 10 mg) for 30 minutes. The mixture was filtered and concentrated to give the title compound (E1) (144 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07960563B2
Source datasetuspto-grants-2011_06
ORD IDord-d595ae9388a44a5999fdecedb542972d
Source noteuspto-grants-2011_06