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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

Reaction equation

Participants

RoleNameHCIDCharge
ReactantIodoethaneHCID 6340—
ReactantCesium carbonateHCID 10796—
ReactantMethyl 3-bromo-5-(cyclopentylamino)benzoateHCID 70873691—
SolventDimethylformamideHCID 6228—
ProductMethyl 5-bromo-3-(cyclopentyl(ethyl)amino)-2-methylbenzoateHCID 7087240246%

Reaction Conditions

Temperature80 °C

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09376422B2
Source datasetuspto-grants-2016_06
ORD IDord-85d712532dad4f21b970f58c2b8cd80b
Source noteuspto-grants-2016_06