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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1487277Generated: November 1, 2026

Water → HCID 118509535, compound

https://huagongshe.com/reaction/1487277

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant1-Phenethylamine, (-)-HCID 75818—
ReactantDiisopropylethylamineHCID 81531—
ReactantHCID 118509537HCID 118509537—
SolventN-methyl-2-pyrrolidoneHCID 13387—
ProductHCID 118509535HCID 118509535—

Reaction Conditions

Temperature50 °C

Reaction Steps

6-Fluoro-1-isopropyl-3,3-dimethyl-5-nitro-1,3-dihydro-indol-2-one E-1.2″ (4.5 g; 16.5 mmol) is dissolved in NMP (20 ml), DIPEA (4.0 ml; 22.3 mmol) and (S)-1-Phenyl-ethylamine (2.65 ml; 20.1 mmol) is added at 20° C. The reaction mixture is stirred for 3 h at 50° C. The reaction mixture is poured into water and extracted with DCM. The combined organic layer is dried over MgSO4 and concentrated under reduced pressure. The crude compound was purified by column chromatography using silica gel (50 μM) with eluting mixture of ethyl acetate and cyclohexane.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09428515B2
Source datasetuspto-grants-2016_08
ORD IDord-a7de8c40fa864f08954d095309f0cecc
Source noteuspto-grants-2016_08