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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2200422Generated: October 30, 2026

Acetic Acid → 5-((1R,2S)-2-aminocyclohexylamino)-3-(3-(pyrimidin-2-yl)phenylamino)pyrazine-2-carboxamide

https://huagongshe.com/reaction/2200422

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantHydrogen PeroxideHCID 784—
ReactantSodium HydroxideHCID 14798—
Reactant5-((1R,2S)-2-aminocyclohexylamino)-3-(3-(pyrimidin-2-yl)phenylamino)pyrazine-2-carbonitrileHCID 86685551—
SolventDimethyl SulfoxideHCID 679—
SolventEthanolHCID 702—
Product5-((1R,2S)-2-aminocyclohexylamino)-3-(3-(pyrimidin-2-yl)phenylamino)pyrazine-2-carboxamideHCID 86685552—

Reaction Steps

The compound 5-((1R,2S)-2-aminocyclohexylamino)-3-(3-(pyrimidin-2-yl)phenylamino)pyrazine-2-carbonitrile (60 mg) was dissolved in EtOH (2 mL) and DMSO (1 mL), aq. 1N NaOH (1.0 mL) and aq. H2O2 (50%, 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 (47 mg). MS 405.3 (M+H); UV 202.9, 254.8, 304.6 nm; t 0.471 min.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09359308B2
Source datasetuspto-grants-2016_06
ORD IDord-1fbb006366a04563a390bc8df4f4618b
Source noteuspto-grants-2016_06