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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2201112Generated: October 28, 2026

Acetic Acid → (R)-4-(1-amino-3-(1H-indol-3-yl)-1-oxopropan-2-ylamino)-2-(3-methylisothiazol-5-ylamino)benzamide

https://huagongshe.com/reaction/2201112

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantHydrogen PeroxideHCID 784—
ReactantSodium HydroxideHCID 14798—
Reactant(R)-2-(4-cyano-3-(3-methylisothiazol-5-ylamino)phenylamino)-3-(1H-indol-3-yl)propanamideHCID 67515880—
SolventDimethyl SulfoxideHCID 679—
SolventEthanolHCID 702—
Product(R)-4-(1-amino-3-(1H-indol-3-yl)-1-oxopropan-2-ylamino)-2-(3-methylisothiazol-5-ylamino)benzamideHCID 67515910—

Reaction Steps

To a solution of (R)-2-(4-cyano-3-(3-methylisothiazol-5-ylamino)phenylamino)-3-(1H-indol-3-yl)propanamide (100 mg, 0.240 mmol) in EtOH (2 mL) and DMSO (1 mL), aq. 1N NaOH (1 mL, 1.0 mmol) and aq. H2O2 (50%, 1 mL) were added. The mixture was stirred at room temperature for 1 h. HOAc (1 mL) was added. The mixture was purified by HPLC to give the titled compound (51 mg). MS 435.2 (M+H); UV 221.7, 292.8 nm.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09359375B2
Source datasetuspto-grants-2016_06
ORD IDord-3283f1f9869b45a0a3d340d2332d41bf
Source noteuspto-grants-2016_06