HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2208691Generated: November 2, 2026
Iodoethane → Methyl 5-bromo-3-(cyclopentyl(ethyl)amino)-2-methylbenzoate
https://huagongshe.com/reaction/2208691
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Iodoethane | HCID 6340 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | Methyl 3-bromo-5-(cyclopentylamino)benzoate | HCID 70873691 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | Methyl 5-bromo-3-(cyclopentyl(ethyl)amino)-2-methylbenzoate | HCID 70872402 | 46% |
Reaction Steps
To a stirred solution of methyl 3-bromo-5-(cyclopentylamino)benzoate (0.3 g, 0.96 mmol) in DMF (5 mL), cesium carbonate (0.628 g, 1.92 mmol) and ethyl iodide (0.748 g, 4.8 mmol) were added; resulting reaction mass was heated at 80° C. for 24 h. On completion, reaction mass was cooled to room temperature and filtered, residue was washed with ethyl acetate and filtrate was concentrated and then purified by column chromatography to afford desired compound (0.150 g, 46%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09376422B2 |
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| Source dataset | uspto-grants-2016_06 |
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| ORD ID | ord-85d712532dad4f21b970f58c2b8cd80b |
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| Source note | uspto-grants-2016_06 |
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