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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2200438Generated: October 30, 2026

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

https://huagongshe.com/reaction/2200438

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 numberUS09359308B2
Source datasetuspto-grants-2016_06
ORD IDord-ebb1eff060544746a78df926d61fe924
Source noteuspto-grants-2016_06