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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2201093Generated: October 25, 2026

Ethanol → 4-((1R,2S)-2-aminocyclohexylamino)-5-fluoro-2-(3-phenylisoxazol-5-ylamino)benzamide

https://huagongshe.com/reaction/2201093

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
Reactant4-((1R,2S)-2-aminocyclohexylamino)-5-fluoro-2-(3-phenylisoxazol-5-ylamino)benzonitrileHCID 67776400—
SolventDimethyl SulfoxideHCID 679—
SolventHydrogen PeroxideHCID 784—
SolventSodium HydroxideHCID 14798—
Product4-((1R,2S)-2-aminocyclohexylamino)-5-fluoro-2-(3-phenylisoxazol-5-ylamino)benzamideHCID 69284918—

Reaction Steps

To a solution of 4-((1R,2S)-2-aminocyclohexylamino)-5-fluoro-2-(3-phenylisoxazol-5-ylamino)benzonitrile in EtOH (1 mL) and DMSO (0.5 mL), 1N aq. NaOH (0.5 mL) and H2O2 (50% aq., 0.5 mL) were added. After being stirred at room temperature for 1 h, the mixture was concentrated in vacuo. The residue was acidified with HOAc (0.5 mL), and then was purified by HPLC to give the titled compound (33 mg). MS 410.3 (M+H); UV 204.7, 246.1, 287.8 nm.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09359375B2
Source datasetuspto-grants-2016_06
ORD IDord-68cbd13c0e1c461d95f3c9e443036822
Source noteuspto-grants-2016_06