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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1805353Generated: November 3, 2026

N,N'-Dimethylethylenediamine → HCID 58305308, compound

https://huagongshe.com/reaction/1805353

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN,N'-DimethylethylenediamineHCID 8070—
ReactantPotassium CarbonateHCID 11430—
ReactantMethyl 3-bromo-5-iodobenzoateHCID 21942573—
ReactantHCID 67232437HCID 67232437—
CatalystCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
SolventAcetonitrileHCID 6342—
ProductHCID 58305308HCID 5830530882%

Reaction Conditions

Temperature80 °C

Reaction Steps

(1R,2R) and (1S,2S)-2-(4-chlorophenyl)-5′-fluoro-2-isopropylspiro[cyclopropane-1,3′-indolin]-2′-one prepared according to Scheme 2 (0.33 g, 1 mmol), and the 3-bromo-5-iodo-benzoic acid methyl ester (0.409 g, 1.2 mmol), CuI (20 mg), K2CO3 (0.276 g, 2 mmol) were placed in a Schlenk tube under argon atmosphere and dissolved in dry acetonitrile. The N,N′-dimethyl-1,2-ethanediamine (21 μL) was added into the mixture. The mixture was stirred at 80° C. for 14 hours. The solvent was removed in vacuo and the residue was purified by flash column chromatography to give the title compound as white powder (0.444 g, 82%). LC/MS m/e calcd. for C27H22BrClFNO3: 541, observed (M+H)+: 542.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08354443B2
Source datasetuspto-grants-2013_01
ORD IDord-94cd0f6275ad4fcfbee53fbec8d59b7e
Source noteuspto-grants-2013_01