HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1805353Generated: November 3, 2026
N,N'-Dimethylethylenediamine → HCID 58305308, compound
https://huagongshe.com/reaction/1805353
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | N,N'-Dimethylethylenediamine | HCID 8070 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Methyl 3-bromo-5-iodobenzoate | HCID 21942573 | — |
| Reactant | HCID 67232437 | HCID 67232437 | — |
| Catalyst | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 58305308 | HCID 58305308 | 82% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08354443B2 |
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| Source dataset | uspto-grants-2013_01 |
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| ORD ID | ord-94cd0f6275ad4fcfbee53fbec8d59b7e |
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| Source note | uspto-grants-2013_01 |
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