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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 332763Generated: October 30, 2026

Acetic Acid → 5-((1R,2R)-2-amino-3,3-difluorocyclohexylamino)-3-(4-carbamoylphenylamino)pyrazine-2-carboxamide

https://huagongshe.com/reaction/332763

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantHydrogen PeroxideHCID 784—
ReactantSodium HydroxideHCID 14798—
Reactant5-((1R,2R)-2-amino-3,3-difluorocyclohexylamino)-3-(4-cyanophenylamino)pyrazine-2-carbonitrileHCID 86685567—
SolventDimethyl SulfoxideHCID 679—
SolventEthanolHCID 702—
Product5-((1R,2R)-2-amino-3,3-difluorocyclohexylamino)-3-(4-carbamoylphenylamino)pyrazine-2-carboxamideHCID 71571720—

Reaction Steps

The compound 5-((1R,2R)-2-amino-3,3-difluorocyclohexylamino)-3-(4-cyanophenylamino)pyrazine-2-carbonitrile (36 mg, 0.100 mmol) was dissolved in EtOH (2 mL) and DMSO (1 mL), aq. 1N NaOH (1.0 mL) and aq. H2O2 (30%, 1.0 mL) were added. The mixture was stirred at room temperature for 30 min. HOAc (0.5 mL) was added. The mixture was then concentrated in vacuo. The residue was purified by HPLC to give the titled compound (40 mg). MS 406.0 (M+H); UV 204.2, 267.1, 320.0 nm; t 0.365 min.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08877760B2
Source datasetuspto-grants-2014_11
ORD IDord-8359c62007f24b65b2ffa824781bf1ee
Source noteuspto-grants-2014_11